Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007
|
|
- Διδώ Γαλάνης
- 5 χρόνια πριν
- Προβολές:
Transcript
1 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 6945 Weinheim, 2007
2 A New Method for Constructing Quaternary Carbon Centres: Tandem Rhodium-Catalysed,4-Addition/Intramolecular Cyclization. Jérôme Le Nôtre, David van Mele, Christopher G. Frost * Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, UK Fax: (+44) , c.g.frost@bath.ac.uk Supporting Information Characterisation of products Dimethyl 2-benzylsuccinate (3): [] The reaction was performed following the general procedure with TMSCl on mmol scale. After purification, the, -alkene (3) was obtained as a white solid (222 mg, 94% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5 H), 3.59 (s, 3 H), 3.56 (s, 3 H), (m, 2 H), (m, 2 H), 2.32 (dd, J = 6.9, 4.8 Hz, H); 3 C NMR (75 MHz, CDCl 3 ): δ 74.4, 72.0, 37.9, 28.7, 28.3, 26.4, 5.6, 5.5, 42.9, 37.5, 34.6; MS (EI): m/z 236 ([M + ], 5), 76 (50), 63 (25), 45 (25), 3 (50), 7 (95), 5 (40), 03 (5), 9 (00), 77 (5), 65 (35), 59 (25); HRMS (EI): calculated for C 3 H 6 4 [M+H] , found
3 Dimethyl dicarboxylate (4): -benzyl-3-(2-methoxy-2-oxoethyl)-4-oxocyclopentane-,3- C 2 Me C 2 Me C 2 Me The reaction was performed following the general procedure without TMSCl on 0.5 mmol scale. After purification, the cyclic ketone (4) was obtained as a pale yellow oil (0. mg, 0% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 3 H), (m, 2 H), 3.69 (s, 3 H), 3.68 (s, 3 H), 3.66 (s, 3 H), (m, H), (m, 5 H), (m, 2 H); 3 C NMR (75 MHz, CDCl 3 ): δ 209.0, 75.7, 70.8, 70., 36.3, 29.4, 28.2, 26.9, 58.0, 52.6, 52.0, 5.7, 48.9, 46.2, 44.2, 4.0, 37.; MS (EI): m/z 362 ([M + ], 3), 330 (5), 27 (0), 204 (0), 76 (20), 44 (0), 27 (20), 7 (20), 6 (25), 5 (30), 9 (00), 77 (0), 65 (5), 59 (30). Dimethyl 2-methylenepentanedioate (8): [2] The reaction was performed following either the method A on 5 mmol scale, or the method B on 20 mmol of trimethyl phosphonoacetate. After purification, the, - alkene (8) was obtained as a colourless oil (Method A: 362 mg, 42% yield; Method B: 992 mg, 29% yield). H NMR (300 MHz, CDCl 3 ): δ 6.2 (br s, H), 5.53 (br s, H), 3.70 (s, 3H), 3.60 (s, 3H), (m, 2H), (m, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 72.9, 66.9, 38.6, 25.8, 5.7, 5.4, 32.7, MS (EI): m/z 72 ([M + ], ), 40 (20), 2 (40), 8 (20), 7 (0), 59 (00), 53 (80); HRMS (EI): calculated for C 8 H 2 4 [M+H] , found Dimethyl 2-methylenehexanedioate (9): [3] The reaction was performed following either the method A on 50 mmol scale, or the method B on 20 mmol of trimethyl phosphonoacetate. After purification, the, - 2
4 alkene (9) was obtained as a colourless oil (Method A: 4.7 g, 50% yield; Method B: 70 mg, 25% yield). H NMR (300 MHz, CDCl 3 ): δ 6.3 (br s, H), 5.50 (br s, H), 3.7 (s, 3H), 3.6 (s, 3H), 2.28 (t, J = 6.9 Hz, 4H),.77 (quintet, J = 6.9 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.6, 67.3, 39.5, 25.2, 5.7, 5.3, 33.2, 3., 23.4; MS (EI): m/z 86 ([M + ], ), 54 (90), 26 (00), (50), 95 (75), 84 (60), 74 (25), 67 (80), 59 (80), 55 (55); HRMS (EI): calculated for C 9 H 4 4 [M+NH 4 ] , found tert-butyl 6-methyl 2-methylenehexanedioate (0): The reaction was performed following the method A on 7 mmol scale. After purification, the, -alkene (0) was obtained as a colourless oil (.7 g, 43% yield). H NMR (300 MHz, CDCl 3 ): δ 6.00 (br s, H), 5.40 (br s, H), 3.60 (s, 3H), 2.26 (t, J = 7.5 Hz, 2H), 2.23 (t, J = 7.5 Hz, 2H),.74 (quintet, J = 7.5 Hz, 2H),.42 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.8, 66.2, 4.3, 24.2, 80.5, 5.8, 5.4, 33.4, 3.2, 28.8, 28.4, 28.0, 23.6; MS (EI): m/z 228 ([M + ], 0), 72 (0), 54 (5), 4 (0), 23 (0), 95 (0), 67 (0), 57 (00); HRMS (EI): calculated for C 2 H 20 4 [M+NH 4 ] , found Methyl 2-methylene-6-oxo-6-(pyrrolidin--yl)hexanoate (): N The reaction was performed following the method A on 50 mmol scale. After purification by flash column chromatography eluting ethyl acetate/petroleum ether (2/), the, -alkene () was obtained as a colourless oil (6.6 g, 59% yield). H NMR (300 MHz, CDCl 3 ): δ 6.4 (br s, H), 5.56 (br s, H), 3.72 (s, 3H), 3.43 (t, J = 6.9 Hz, 2H), 3.37 (t, J = 6.9 Hz, 2H), 2.34 (t, J = 7.5 Hz, 2H), 2.26 (t, J = 7.5 Hz, 2H),.92 (app t, J = 6.6 Hz, 2H), (m, 4H); 3 C NMR (75 MHz, CDCl 3 ): δ 7.0, 67.6, 40.0, 25.0, 5.7, 46.4, 45.5, 33.9, 3.3, 26.0, 24.3, 23.3; MS (EI): m/z 225 3
5 ([M + ], 0), 225 (0), 94 (0), 66 (0), 26 (0), 3 (00), 98 (30), 70 (60), 55 (40); HRMS (EI): calculated for C 2 H 9 N 3 [M+H] , found Dimethyl 2-methyleneheptanedioate (2): [4] The reaction was performed following the method A on 25 mmol scale. After purification, the, -alkene (2) was obtained as a colourless oil (.9 g, 38% yield). H NMR (300 MHz, CDCl 3 ): δ 6.4 (br s, H), 5.54 (br s, H), 3.74 (s, 3H), 3.66 (s, 3H), 2.33 (t, J = 7.8 Hz, 2H), 2.3 (t, J = 7.5 Hz, 2H),.65 (quintet, J = 7.8 Hz, 2H),.49 (quintet, J = 7.8 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 74.0, 67.6, 40., 24.9, 5.8, 5.5, 33.8, 3.5, 27.7, 24.4; MS (EI): m/z 200 ([M + ], 0), 200 ([M] + <), 69 (0), 40 (20), 36 (0), 27 (0), 08 (30), 98 (0), 95 (30), 8 (80), 74 (20), 67 (50), 59 (00), 55 (30); HRMS (EI): calculated for C 0 H 6 4 [M+NH 4 ] , found tert-butyl 7-methyl 2-methyleneheptanedioate (3): The reaction was performed following the method A on 25 mmol scale. After purification, the, -alkene (3) was obtained as a colourless oil (2.3 g, 36% yield). H NMR (300 MHz, CDCl 3 ): δ 6.02 (br s, H,), 5.42 (br s, H,), 3.64 (s, 3H), 2.3 (t, J = 7.5 Hz, 2H), 2.25 (t, J = 7.5 Hz, 2H),.64 (quintet, J = 7.5 Hz, 2H), (m, 2H),.47 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.9, 66.4, 4.9, 23.6, 80.4, 5.4, 33.8, 3.5, 28.0, 27.9, 24.5; MS (EI): m/z 242 ([M + ], 0), 68 (0), 55 (0), 40 (0), 09 (0), 8 (20), 67 (20), 57 (00); HRMS (EI): calculated for C 3 H 22 4 [M+H] , found Isopropyl 4-bromobutanoate (5a): [5] Br 4
6 The esterification of 4-bromobutyric acid was performed following classical experimental procedure. 4-bromobutyric acid (4.8 g, 25 mmol) was stirred at room temperature for 48 h in dry isopropanol (25 ml) in the presence of a catalytic amount of concentrated sulfuric acid (0. ml). After evaporation of the solvent, the crude was extracted with ethyl acetate, washed twice with a saturated sodium hydrogenocarbonate solution, then with water and finally with brine. The solution was dried over MgS 4, filtered and evaporated under vacuum to afford the isopropyl 4- bromobutanoate (5a) (3.55 g, 68% yield) as colourless oil which was use without any further purification. H NMR (300 MHz, CDCl 3 ): δ 4.98 (heptet, J = 6.0 Hz, H), 3.40 (t, J = 6.0 Hz, 2H), 2.40 (t, J = 6.9 Hz, 2H), 2.0 (quintet, J = 6.9 Hz, 2H),.5 (d, J = 6.0 Hz, 6H); 3 C NMR (75 MHz, CDCl 3 ): δ 7.9, 67.8, 32.8, 27.8, 2.7. Methyl 6-bromohexanoate (5b): [6] Br The reaction was performed following the procedure described above with 6- bromohexanoic acid (9.75 g, 50 mmol) in 50 ml of dry methanol. Methyl 6- bromohexanoate (5b) (8.59 g, 82 % yield) was then obtained as a colourless oil. H NMR (300 MHz, CDCl 3 ): δ 3.65, (s, 3H), 3.39 (t, J = 6.0 Hz, 2H), 2.30 (t, J = 6.9 Hz, 2H), 2.85 (quintet, J = 6.7 Hz, 2H), 2.60 (quintet, J = 6.7 Hz, 2H), 2.45 (quintet, J = 6.7 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.8, 5.4, 33.7, 33.3, 32.6, 27.5, tert-butyl 4-bromobutanoate (5c): [7] Br Concentrated sulfuric acid (0.2 ml) was added to a solution of 4-bromobutyric acid (3.34 g, 20 mmol), tert-butanol (9.2 ml, 0. mol), magnesium sulfate (9.6 g, 80 mmol) in dry dichloromethane (80 ml). The reaction mixture was vigorously stirred for 48 h at room temperature. The reaction was then quenched with a saturated sodium bicarbonate solution. The organic layer was separated, washed with water, dried over MgS 4, and evaporated to dryness. The crude was then purified by column chromatography using dichloromethane as eluent to afford tert-butyl 4- bromobutanoate (5c) (.3 g, 30% yield). H NMR (300 MHz, CDCl 3 ): δ 3.40 (t, J = 5
7 6.7 Hz, 2H), 2.34 (t, J = 7. Hz, 2H), 2.0 (quintet, J = 6.7 Hz, 2H),.35 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 7.8, 80.4, 33.6, 32.6, 27.9, Benzyl 4-bromobutanoate (5d): [8] Br The reaction was performed following the procedure described above using 4- bromobutyric acid (3.34 g, 20 mmol), concentrated sulfuric acid (0.2 ml), magnesium sulfate (9.6 g, 80 mmol) and benzyl alcohol (0.4 ml, 0. mol) in 80 ml of dry dichloromethane. After purification by column chromatography (CH 2 Cl 2 ), benzyl 4- bromobutanoate (5d) (4.89 g, 95% yield) was obtained as a colourless oil. H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 5.4 (s, 2H), 3.53 (t, J = 6.5 Hz, 2H), 2.59 (t, J = 7.0 Hz, 2H), 2.20 (quintet, J = 7.0 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 72.2, 35.7, 28.5, 28.3, 28.2, 66.3, 32.6, 32.4, Ethyl -methyl 2-methylenehexanedioate (7): The reaction was performed following the method B on 5 mmol of trimethyl phosphonoacetate. After purification, the, -alkene (7) was obtained as a colourless oil (264 mg, 26% yield). H NMR (300 MHz, CDCl 3 ): δ 6.3 (br s, H), 5.5 (br s, H), 4.08 (q, J = 7.0 Hz, 2H), 3.7 (s, 3H), 2.29 (t, J = 6.9 Hz, 4H),.79 (quintet, J = 6.9 Hz, 2H),.2 (t, J = 7.0 Hz, 3H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.2, 67.3, 39.5, 25.3, 60.2, 5.7, 33.4, 3., 23.4, 4.; MS (EI): m/z 200 ([M + ], ), 68 (5), 55 (20), 54 (20), 40 (25), 26 (30), 2 (20), 95 (30), 8 (0), 67 (40), 59 (00); HRMS (EI): calculated for C 0 H 6 4 [M+H] , found Isopropyl -methyl 2-methylenehexanedioate (8): 6
8 The reaction was performed following the method B on 5 mmol of trimethyl phosphonoacetate. After purification, the, -alkene (8) was obtained as a colourless oil (30 mg, 29% yield). H NMR (300 MHz, CDCl 3 ): δ 6.2 (br s, H), 5.50 (br s, H), 4.93 (heptet, J = 6.0 Hz, H), 3.70 (s, 3H), 2.30 (t, J = 6.0 Hz, 2H), 2.2 (t, J = 6.9 Hz, 2H),.73 (quintet, J = 6.9 Hz, 2H),.4 (d, J = 6.0 Hz, 6H); 3 C NMR (75 MHz, CDCl 3 ): δ 72.8, 67.4, 39.7, 25.4, 67.6, 5.8, 33.9, 3.2, 23.6, 2.8; MS (EI): m/z 24 ([M + ], ), 55 (0), 54 (0), 40 (0), 26 (0), 2 (0), 95 (5), 67 (25), 59 (00); HRMS (EI): calculated for C H 8 4 [M+H] , found tert-Butyl -methyl 2-methylenehexanedioate (9): The reaction was performed following the method B on 2 mmol of trimethyl phosphonoacetate. After purification, the, -alkene (9) was obtained as a colourless oil (222 mg, 48% yield). H NMR (300 MHz, CDCl 3 ): δ 6.2 (br s, H), 5.50 (br s, H), 3.70 (s, 3H), 2.25 (t, J = 6.7 Hz, 2H), 2.5 (t, J = 7. Hz, 2H),.70 (quintet, J = 7. Hz, 2H),.37 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 72.7, 67.5, 39.8, 25.3, 80., 5.8, 34.8, 3., 28., 23.7; MS (EI): m/z 228 ([M + ], ), 55 (5), 54 (0), 23 (5), 2 (0), 95 (0), 67 (20), 59 (60), 57 (00); HRMS (EI): calculated for C 2 H 20 4 [M+H] , found Benzyl -methyl 2-methylenehexanedioate (20): The reaction was performed following the method B on 0 mmol of trimethyl phosphonoacetate. After purification, the, -alkene (20) was obtained as a colourless oil (.29 g, 49% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 7
9 6. (br s, H), 5.48 (br s, H), 5.06 (s, 2H), 3.68 (s, 3H), (m, 4H),.73 (quintet, J = 6.9 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 73.0, 67.3, 39.4, 35.9, 28.4, 28.3, 28.2, 28., 25.4, 66., 5.7, 33.4, 3., 23.4; MS (EI): m/z 262 ([M + ], ), 55 (0), 24 (0), 07 (0), 9 (00), 77 (5), 65 (20), 59 (5), 5 (0); HRMS (EI): calculated for C 5 H 8 4 [M+H] , found Dimethyl 2-methyleneoctanedioate (2): The reaction was performed following the method B on 5 mmol of trimethyl phosphonoacetate. After purification, the, -alkene (2) was obtained as a colourless oil (27 mg, 24% yield). H NMR (300 MHz, CDCl 3 ): δ 6.2 (br s, H), 5.50 (br s, H), 3.7 (s, 3H), 3.62 (s, 3H), (m, 4H),.60 (quintet, J = 6.9 Hz, 2H),.40 (quintet, J = 6.9 Hz, 2H),.27 (quintet, J = 6.9 Hz, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 74., 67.7, 40.5, 24.6, 5.7, 5.4, 33.9, 3.6, 28.6, 28.0, 24.6; MS (EI): m/z 24 ([M + ], ), 54 (20), 50 (30), 22 (30), 09 (0), 95 (35), 8 (25), 74 (0), 67 (30), 59 (00); HRMS (EI): calculated for C H 8 4 [M+NH 4 ] , found Dimethyl 2-benzylpentanedioate (22a): [9] The reaction was performed following the general procedure on 0.5 mmol of, - alkene. After purification, the,4-addition product (22a) was obtained as a pale yellow oil (6 mg, 93% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 3.45 (s, 3H), 3.40 (s, 3H), (m, H), (m, 2H), (m, 2H), (m, 2H); 3 C NMR (75 MHz, CDCl 3 ): δ 75., 73., 38.6, 28.7, 28.3, 26.4, 5.5, 46.5, 38.2, 3.6, 26.6; MS (EI): m/z 250 ([M + ], 5), 90 (60), 87 (25), 59 (20), 3(30), 30 (00), 7 (60), 5 (20), 03 (0), 9 (95), 77 (0), 65 (25), 59 (5); HRMS (EI): calculated for C 7 H 24 4 [M+NH 4 ] , found
10 Dimethyl 2-benzyloctanedioate (25a): The reaction was performed following the general procedure on 0.5 mmol of, - alkene. After purification, the,4-addition product (25a) was obtained as a colourless oil (32 mg, 90% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 3.5 (s, 3H), 3.44 (s, 3H), (m, H), (m, 2H), 2.2 (t, J = 6.9 Hz, 2H), (m, 4H), (m, 4H); 3 C NMR (75 MHz, CDCl 3 ): δ 76.0, 74., 39.3, 28.7, 28.3, 26.3, 5.4, 5.3, 38.5, 33.9, 3.8, 28.9, 28.0, 27.0, 24.7; MS (EI): m/z 292 ([M + ], 3), 232 (20), 200 (0), 3 (25), 7 (30), 04 (20), 9 (00), 77 (0), 65 (5), 59 (35); HRMS (EI): calculated for C 7 H 24 4 [M+NH 4 ] , found Reaction using dimethyl 2-methylenehexanedioate (9) (93 mg, 0.5 mmol) as starting, -alkene: Methyl -benzyl-2-oxocyclopentanecarboxylate (23a): [0] cyclic product (23a) was obtained as a colourless oil (89 mg, 77% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 3H), (m, 2H), 3.64 (s, 3H), 3.4, 3.02 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), 2.0 (t, H, J = 6.7 Hz), (m, 2H), (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 24.8, 7.3, 36.4, 30.0, 28.7, 28.3, 26.8, 6.4, 52.6, 39.0, 38.3, 3.6, 9.4; MS (EI): m/z 232 ([M + ], 5), 24 (20), 73 (30), 72 (25), 55 (5), 45 (30), 44 (25), 3 (20), 30 (55), 9
11 29 (35), 28 (20), 7 (50), 6 (40), 5 (70), 9 (00), 77 (25), 65 (50), 59 (30); HRMS (EI): calculated for C 4 H 6 3 [M+NH 4 ] , found Methyl -(4-fluorobenzyl)-2-oxocyclopentanecarboxylate (23b): [] F cyclic product (23b) was obtained as a colourless oil (3 mg, 90% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 2H), 6.92 (tm, J = 9.0 Hz, 2H), 3.68 (s, 3H), 3.0, 3.00 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), (m, 3H), (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.5, 72., 62.7 (d, J = Hz), 33. (d, J = 3.0 Hz), 32.5 (d, J = 6.8 Hz), 6. (d, J = 2. Hz), 6.4, 52.7, 38.3, 38.2, 3.7, 9.4; MS (EI): m/z 250 ([M + ], 5), 222 (0), 9 (20), 90 (5), 89 (0), 63 (0), 49 (0), 48 (40), 47 (20), 46 (0), 35 (30), 34 (25), 33 (50), 5 (20), 0 (0), 09 (00), 96 (0), 84 (0), 83 (20), 59 (0); HRMS (EI): calculated for C 5 H 4 F 3 [M+NH 4 ] , found Methyl -( naphthalen--ylmethyl)-2-oxocyclopentanecarboxylate (23c): cyclic product (23c) was obtained as a colourless oil (23 mg, 87% yield). H NMR (300 MHz, CDCl 3 ): δ 7.96 (d, J = 8.4 Hz, H), 7.77 (d, J = 8.4 Hz, H), 7.66 (d, J = 8.4 Hz, H), 7.42 (quintet x m, J = 8.4 Hz, 2H), 7.25 (t, J = 8.4 Hz, H), 7.9 (d,, J = 8.4 Hz, H), 3.79, 3.50 (2 x d(ab), J = 4.0 Hz, 2H), 3.65 (s, 3H), (m, 2H), (m, 3H), (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.2, 7.8,
12 33.7, 33.0, 32.9, 28.7, 28.4, 28.0, 27.6, 26.0, 25.3, 24.0, 6.8, 52.7, 38., 33.3, 32., 9.4; MS (EI): m/z 282 ([M + ], 0), 205 (5), 65 (40), 52 (20), 4 (00), 28 (30), 5 (35), 59 (20); HRMS (EI): calculated for C 8 H 8 3 [M+NH 4 ] , found Methyl -(3-methylbenzyl)-2-oxocyclopentanecarboxylate (23d): [2] cyclic product (23d) was obtained as a colourless oil (3 mg, 92% yield). H NMR (300 MHz, CDCl 3 ): δ (m, H), (m, H), (m, 2H), 3.65 (s, 3H), 3.0, 2.99 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), 2.23 (s, 3H), (m, 3H), (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 24.9, 7.4, 37.9, 36.4, 30.9, 28.3, 27.6, 27., 6.5, 52.6, 39.0, 38.4, 3.6, 2.4, 9.4; MS (EI): m/z 246 ([M + ], 0), 228 (50), 87 (35), 86 (20), 7 (55), 69 (20), 59 (35), 58 (25), 45 (20), 44 (45), 43 (35), 3 (50), 30 (45), 29 (60), 28 (45), 27 (20), 6 (35), 5 (70), 06 (5), 05 (00), 92 (20), 9 (50), 77 (30), 59 (20); HRMS (EI): calculated for C 5 H 8 3 [M+NH 4 ] , found Methyl -(3,5-dimethylbenzyl)-2-oxocyclopentanecarboxylate (23e): cyclic product (23e) was obtained as a colourless oil ( mg, 85% yield). H NMR (300 MHz, CDCl 3 ): δ 6.79 (br s, H), 6.64 (br s, 2H), 3.62 (s, 3H), 3.05, 2.95 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), 2.8 (s, 6H), (m, 3H),.6-.4 (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 24.9, 7.4, 37.7, 36.3, 28.4,
13 27.9, 6.4, 53.4, 52.5, 38.9, 38.3, 3.5, 2.2, 9.4; MS (EI): m/z 260 ([M + ], 5), 242 (30), 85 (30), 73 (20), 44 (20), 43 (20), 30 (0), 29 (30), 28 (30), 20 (0), 9 (00), 06 (5), 05 (20), 9 (30), 77 (20), 59 (0); HRMS (EI): calculated for C 6 H 20 3 [M+NH 4 ] , found Methyl -(2,6-dimethoxybenzyl)-2-oxocyclopentanecarboxylate (23f): Me Me cyclic product (23f) was obtained as a colourless oil (0 mg, 75% yield). H NMR (300 MHz, CDCl 3 ): δ 7.0 (t, J = 8.5 Hz, H), 6.42 (d, J = 8.5 Hz, 2H), 3.65 (s, 6H), 3.63 (s, 3H), 3.37, 3.03 (2 x d(ab), J = 4.0 Hz, 2H), (m, 3H), (m, 3H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.0, 7.7, 58.8, 28.0, 3.6, 03.3, 60., 55.3, 52.4, 37.7, 3.7, 27.2, 9.4; HRMS (ESI): calculated for C 6 H 20 5 [M+H] , found Reaction using -tert-butyl 6-methyl 2-methylenehexanedioate (0) (4 mg, 0.5 mmol) as starting, -alkene: [0, 3] tert-butyl -benzyl-2-oxocyclopentanecarboxylate (26a): cyclic product (26a) was obtained as a colourless oil (9 mg, 87% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 3H), (m, 2H), 3.04 (s, 2H), (m, 2H), (m, 3H), (m, H),.35 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.5, 70.3, 36.9, 29.0, 28.3, 26.6, 82.0, 6.9, 38.7, 38.3, 3.9, 27.8,
14 9.5; MS (EI): m/z 274 ([M + ], ), 28 (5), 200 (20), 73 (5), 72 (30), 7 (5), 55 (20), 45 (25), 30 (40), 29 (20), 28 (0), 7 (30), 6 (20), 5 (55), 9 (00), 78 (0), 65 (5), 57 (95); HRMS (EI): calculated for C 7 H 22 3 [M+NH 4 ] , found tert-butyl -(4-fluorobenzyl)-2-oxocyclopentanecarboxylate (26b): F cyclic product (26b) was obtained as a colourless oil (20 mg, 82% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 2H), 6.86 (tm, 2H, J = 9.0 Hz), 3.00 (s, 2H), (m, 2H), (m, 3H), (m, H),.35 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.3, 70.2, 6.7 (d, J = Hz), 32.6, 3.8 (d, J = 6.8 Hz), 5.0 (d, J = 2. Hz), 8., 6.9, 38.2, 37.7, 3.9, 27.8, 9.4; MS (EI): m/z 292 ([M + ], 3), 236 (25), 29 (0), 9 (0), 90 (25), 73 (0), 48 (20), 47 (0), 35 (20), 34 (5), 33 (30), 5 (0), 09 (00), 96 (0), 83 (0), 57 (90); HRMS (EI): calculated for C 7 H 2 F 3 [M+NH 4 ] , found tert-butyl -(naphthalen--ylmethyl)-2-oxocyclopentanecarboxylate (26c): [0] cyclic product (26c) was obtained as a colourless oil (33 mg, 82% yield). H NMR (300 MHz, CDCl 3 ): δ 7.99 (d, J = 8.4 Hz, H), 7.74 (d, J = 8.4 Hz, H), 7.63 (d, J = 8.4 Hz, H), 7.40 (quintet x m, J = 8.4 Hz, 2H), (m, 2H), 3.72, 3.49 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), (m, 3H), (m, H),
15 .36 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.6, 70.8, 33.7, 33.5, 33., 28.7, 28., 27.4, 25.9, 25.5, 25.4, 24.2, 82., 62.4, 38.0, 33.7, 32.3, 27.8, 9.5; MS (EI): m/z 324 ([M + ], 5), 268 (0), 25 (0), 250 (25), 205 (25), 78 (0), 66 (0), 65 (55), 53 (0), 52 (25), 42 (25), 4 (80), 28 (60), 5 (30), 96 (0), 57 (00); HRMS (EI): calculated for C 2 H 24 3 [M+NH 4 ] , found tert-butyl -(3-methylbenzyl)-2-oxocyclopentanecarboxylate (26d): cyclic product (26d) was obtained as a colourless oil (28 mg, 89% yield). H NMR (300 MHz, CDCl 3 ): δ (m, H), (m, H), (m, 2H), 3.0 (s, 2H), (m, 2H), 2.24 (s, 3H), (m, 3H), (m, H),.35 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.3, 70.3, 37.7, 36.8, 3.0, 28., 27.3, 27.0, 8.9, 6.9, 38.6, 38.3, 3.9, 27.8, 2.3, 9.5; MS (EI): m/z 288 ([M + ], ), 25 (25), 24 (55), 87 (20), 86 (20), 7 (35), 68 (20), 59 (40), 44 (5), 43 (0), 3 (25), 30 (5), 29 (30), 28 (20), 6 (5), 5 (40), 05 (00), 92 (20), 9 (30), 84 (20), 77 (20), 57 (95); HRMS (EI): calculated for C 8 H 24 3 [M+NH 4 ] , found tert-butyl -(3,5-dimethylbenzyl)-2-oxocyclopentanecarboxylate (26e): cyclic product (26e) was obtained as a colourless oil (9 mg, 79% yield). H NMR (300 MHz, CDCl 3 ): δ 6.76 (br s, H), 6.67 (br s, 2H), 3.0, 2.9 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), 2.20 (s, 6H), (m, 3H), (m, H),.35
16 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 25.3, 70.3, 37.6, 36.8, 28.3, 28.0, 8.9, 62.0, 38.6, 38.3, 3.9, 27.9, 2., 9.5; MS (EI): m/z 302 ([M + ], ), 229 (5), 228 (40), 85 (20), 73 (20), 57 (0), 30 (0), 29 (20), 28 (20), 27 (0), 20 (5), 9 (00), 5 (20), 06 (20), 05 (5), 84 (0), 77 (0), 57 (60); HRMS (EI): calculated for C 9 H 26 3 [M+NH 4 ] , found Reaction using dimethyl 2-methyleneheptanedioate (2) (00 mg, 0.5 mmol) as starting, -alkene: Methyl -benzyl-2-oxocyclohexanecarboxylate (24a): [4] cyclic product (24a) was obtained as a colourless oil (07 mg, 87% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 3H), (m, 2H), 3.56 (s, 3H), 3.24, 2.79 (2 x d(ab), J = 4.0 Hz, 2H), (m, 3H), (m, H), (m, 3H), (m, H); 3 C NMR (75 MHz, CDCl 3 ): δ 207., 7.3, 36.4, 30.2, 28.0, 26.6, 62.2, 52.2, 4.3, 40.4, 35.7, 27.5, 22.4; MS (EI): m/z 246 ([M + ], 3), 228 (20), 86 (20), 85 (25), 69 (0), 58 (0), 29 (0), 7 (20), 5 (35), 9 (00), 77 (0), 69 (0), 65 (25), 59 (0); HRMS (EI): calculated for C 5 H 8 3 [M+H] , found Methyl -(4-fluorobenzyl)-2-oxocyclohexanecarboxylate (24b): cyclic product (24b) was obtained as a colourless oil (98 mg, 74% yield). H NMR F
17 (300 MHz, CDCl 3 ): δ (m, 2H), 6.90 (tm, J = 9.0 Hz, 2H), 3.6 (s, 3H), 3.20, 2.80 (2 x d(ab), J = 4.0 Hz, 2H), (m, 3H), (m, H), (m, 4H); 3 C NMR (75 MHz, CDCl 3 ): δ 207., 7.4, 6.8 (d, J = Hz), 32.3 (d, J = 3.0 Hz), 3.7 (d, J = 6.8 Hz), 4.8 (d, J = 2. Hz), 62.3, 52.2, 4.3, 39.6, 36.0, 22.5; MS (EI): m/z 264 ([M + ], 5) 246 (0), 204 (0), 76 (0), 35 (0), 33 (20), 09 (00), 83 (5), 67 (0), 59 (25); HRMS (EI): calculated for C 5 H 7 F 3 [M+NH 4 ] , found Methyl -(naphthalen--ylmethyl)-2-oxocyclohexanecarboxylate (24c): cyclic product (24c) was obtained as a colourless oil (29 mg, 93% yield). H NMR (300 MHz, CDCl 3 ): δ (m, H), (m, H), 7.65 (d, J = 8.4 Hz, H), (m, 3H), (m, H), 3.8, 3.3 (2 x d(ab), J = 4.0 Hz, 2H), 3.39 (s, 3H), (m, 3H), (m, H), (m, 4H); 3 C NMR (75 MHz, CDCl 3 ): δ 207., 7.4, 33.7, 32.9, 32.8, 28.7, 28.5, 27.5, 25.6, 25.3, 25.0, 23.9, 62.0, 52., 4.2, 36.2, 35.5, 27.5, 22.6; MS (EI): m/z 296 ([M + ], ), 278 (0), 29 (0), 65 (25), 52 (5), 42 (5), 4 (00), 28 (5), 5 (40), 55 (25); HRMS (EI): calculated for C 2 H 24 3 [M+NH 4 ] , found Reaction using -tert-butyl 7-methyl 2-methyleneheptanedioate (3) (2 mg, 0.5 mmol) as starting, -alkene: tert-butyl -benzyl-2-oxocyclohexanecarboxylate (27a): [3,5]
18 cyclic product (27a) was obtained as a colourless oil (28 mg, 89% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 3.8, 2.80 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), (m, H), (m, H), (m, 3H), (m, H),.20 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 207.5, 70., 36.8, 30.6, 27.8, 26.5, 8.9, 62.4, 4.2, 40.3, 36.3, 27.8, 27.5, 22.6; MS (EI): m/z 288 ([M + ], ), 24 (0), 86 (0), 69 (0), 5 (5), 9 (40), 77 (0), 65 (0), 57 (00); HRMS (EI): calculated for C 2 H 24 3 [M+NH 4 ] , found tert-butyl -(4-fluorobenzyl)-2-oxocyclohexanecarboxylate (27b): cyclic product (27b) was obtained as a colourless oil (82 mg, 62% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 2H), 6.85 (tm, J = 9.0 Hz, 2H), 3.4, 2.76 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), (m, H), (m, H), (m, 4H),.26 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 207.7, 70., 6.7 (d, J = Hz), 32.5 (d, J = 3.0 Hz), 32.2 (d, J = 6.8 Hz), 4.6 (d, J = 2. Hz), 82.2, 62.5, 4.3, 39.5, 36.5, 27.8, 22.6; MS (EI): m/z 306 ([M + ], ), 250 (20), 233 (0), 232 (20), 205 (0), 204 (40), 87 (20), 76 (0), 47 (0), 35 (20), 33 (25), 09 (90), 83 (20), 67 (0), 57 (00); HRMS (EI): calculated for C 8 H 23 F 3 [M+H] , found F tert-butyl -(naphthalen--ylmethyl)-2-oxocyclohexanecarboxylate (27c):
19 cyclic product (27c) was obtained as a colourless oil (07 mg, 63% yield). H NMR (300 MHz, CDCl 3 ): δ 8.00 (d, J = 8.4 Hz, H), 7.75 (d, J = 8.4 Hz, H), 7.65 (d, J = 8.4 Hz, H), (m, 4H), 3.70, 3.40 (2 x d(ab), J = 4.0 Hz, 2H), (m, 2H), (m, H), (m, H), (m, 4H),.5 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 207.5, 70.3, 33.7, 33.5, 33., 28.8, 28.6, 27.2, 25.6, 25.2, 25., 24.6, 82.0, 62.9, 4.3, 36.7, 34.6, 27.6, 27.5, 22.7; MS (EI): m/z 338 ([M + ], 3), 264 (5), 29 (5), 65 (25), 52 (0), 42 (0), 4 (00), 28 (20), 5 (5), 57 (75); HRMS (EI): calculated for C 22 H 26 3 [M+Na] , found Isopropyl -methyl 2-benzylhexanedioate (28): The reaction was performed following the general procedure on 0.5 mmol of, - alkene. The,4-addition product (28) was obtained as a mixture with the cyclopentanone (23a) (30/70) and the products could not be separated by column chromatography. Interpretation of the NMR spectra of the mixture afforded: H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 4.8 (heptet, J = 6.0 Hz, H), 3.43 (s, 3H), (m, H), (m, 2H), 2.6 (t, J = 7. Hz, 2H), (m, 4H),.08 (d, J = 6.0 Hz, 6H); 3 C NMR (75 MHz, CDCl 3 ): δ 75.7, 72.8, 39., 28.8, 26.9, 26.4, 67.5, 5.5, 47.3, 38.5, 34.4, 3.3, 22.8, tert-Butyl -methyl 2-benzylhexanedioate (29): The reaction was performed following the general procedure on 0.5 mmol of, - alkene. After purification, the,4-addition product (29) was obtained as a colourless
20 oil (00 mg, 88% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 3.5 (s, 3H), (m, H), (m, 2H), 2. (t, J = 7. Hz, 2H), (m, 4H),.32 (s, 9H); 3 C NMR (75 MHz, CDCl 3 ): δ 75.8, 72.6, 39., 28.8, 28.4, 26.4, 80.2, 5.5, 47.4, 38.5, 35.3, 3.3, 28.0, 22.9; MS (EI): m/z 306 ([M + ], <), 250 (20), 232 (0), 20 (30), 90 (50), 73 (70), 55 (0), 3 (20), 30 (40), 7 (20), 9 (00), 77 (0), 65 (5), 57 (85), 55 (5); HRMS (EI): calculated for C 8 H 26 4 [M+NH 4 ] , found Methyl 2-benzyl-6-oxo-6-(pyrrolidin--yl)hexanoate (30): N The reaction was performed following the general procedure on 0.5 mmol of, - alkene. After purification, the,4-addition product (30) was obtained as a colourless oil (37 mg, 90% yield). H NMR (300 MHz, CDCl 3 ): δ (m, 5H), 3.40 (s, 3H), 3.25 (t, J = 6.9 Hz, 2H), 3.5 (t, J = 6.9 Hz, 2H), (m, H), (m, 2H), (m, 2H), (m, 4H), (m, 4H); 3 C NMR (75 MHz, CDCl 3 ): δ 75.8, 70.9, 39., 28.7, 28.2, 26.2, 5.3, 47.4, 46.4, 45.5, 38.4, 34.3, 3.7, 26.0, 24.3, 22.6; MS (EI): m/z 303 ([M + ], 5), 66 (0), 40 (20), 26 (50), 3 (00), 98 (45), 9 (70), 85 (20), 70 (70), 55 (65); HRMS (EI): calculated for C 8 H 25 N 3 [M+H] , found References: [] K. J. Wadsworth, F. K. Wood, C. J. Chapman, C. G. Frost, Synlett 2004, [2] C. S. Yi, N. H. Liu, J. rganomet. Chem. 998, 553, [3] E. Charonnet, M.-H. Filippini, R. J., Synthesis 200, [4] N. El Ghandour, B. Souiller, Bull. Soc. Chim. Fr. 97, [5] M. E. Fox, M. Jackson, I. C. Lennon, R. McCague, J. rg. Chem. 2005, 70, [6] B. Kalita, K. M. Nicholas, Tetrahedron 2004, 60,
21 [7] V. Chaleix, V. Sol, Y. M. Huang, M. Guilloton, R. Granet, J. C. Blais, P. Krausz, Eur. J. rg. Chem. 2003, [8] S. Isomura, P. Wirsching, K. D. Janda, J. rg. Chem. 200, 66, [9] N. Minowa, T. Mukaiyama, Chem. Lett. 987, [0] K. Manabe, Tetrahedron 998, 54, [] A. Kato, Y. Ikeda, N. Sugita, T. Nitta, H. Enari, A. Kashima, M. Konno, K. Niimura, Chem. & Pharm. Bull. 995, 43, [2] K. hkata, Bull. Chem. Soc. Jpn. 976, 49, [3] D. Henderson, K. A. Richardson, R. J. K. Taylor, J. Saunders, Synthesis 983, [4] a) K. Kato, H. Suemune, K. Sakai, Tetrahedron 994, 50, ; b) D. A. Jeyaraj, K. K. Kapoor, V. K. Yadav, H. M. Gauniyal, M. Parvez, J. rg. Chem. 998, 63, [5] T. oi, T. Miki, M. Taniguchi, M. Shiraishi, M. Takeuchi, K. Maruoka, Angew. Chem. Int. Ed. 2003, 42,
Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic acids with the assistance of isocyanide
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic
Διαβάστε περισσότεραSupporting Information
Supporting Information for AgOTf-catalyzed one-pot reactions of 2-alkynylbenzaldoximes with α,β-unsaturated carbonyl compounds Qiuping Ding 1, Dan Wang 1, Puying Luo* 2, Meiling Liu 1, Shouzhi Pu* 3 and
Διαβάστε περισσότεραSupporting Information
Supporting Information Copper/Silver Cocatalyzed Oxidative Coupling of Vinylarenes with ICH 2 CF 3 or ICH 2 CHF 2 Leading to β-cf 3 /CHF 2 -Substituted Ketones Niannian Yi, Hao Zhang, Chonghui Xu, Wei
Διαβάστε περισσότεραRoom Temperature Highly Diastereoselective Zn-Mediated. Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled
Supporting Information for: Room Temperature Highly Diastereoselective Zn-Mediated Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled Stereoselectivity Reversal
Διαβάστε περισσότεραEnantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2016 Enantioselective Organocatalytic Michael Addition of Isorhodanines to α,
Διαβάστε περισσότεραand Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol
FeCl 3 6H 2 O-Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol Jialiang Wang, Wen Huang, Zhengxing Zhang, Xu
Διαβάστε περισσότεραSupporting information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting information Copper-catalysed intramolecular O-arylation: a simple
Διαβάστε περισσότεραA facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Διαβάστε περισσότεραHiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl
Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl Philippe Pierrat, Philippe Gros* and Yves Fort Synthèse Organométallique
Διαβάστε περισσότεραSupporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 1 A Facile Way to Synthesize 2H-Chromenes: Reconsideration of the Reaction Mechanism between Salicylic Aldehyde and
Διαβάστε περισσότεραFluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3- Oxyfluorination and 1,3-Difluorination
Electronic Supplementary Material (ESI) for Chemical Science. This journal is The Royal Society of Chemistry 2016 Supporting Information Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine
Διαβάστε περισσότεραDirect Transformation of Ethylarenes into Primary Aromatic Amides with N-Bromosuccinimide and I 2 -aq NH 3
Supporting Information Direct Transformation of Ethylarenes into Primary Aromatic Amides with N-Bromosuccinimide and I 2 -aq NH 3 Shohei Shimokawa, Yuhsuke Kawagoe, Katsuhiko Moriyama, Hideo Togo* Graduate
Διαβάστε περισσότεραSupplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%.
Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%. S1 Supplementary Figure S2. Single X-ray structure 5a at probability ellipsoids of 20%. S2 H 15 Ph Ac Ac I AcH Ph Ac
Διαβάστε περισσότεραEur. J. Inorg. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN SUPPORTING INFORMATION
Eur. J. Inorg. Chem. 2007 WILEY-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 ISSN 1434 1948 SUPPORTING INFORMATION Title: Synthesis of Cyclic Carbonates from Atmospheric Pressure Carbon Dioxide Using
Διαβάστε περισσότεραMetal-free Oxidative Coupling of Amines with Sodium Sulfinates: A Mild Access to Sulfonamides
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting information for Metal-free Oxidative Coupling of Amines with Sodium Sulfinates:
Διαβάστε περισσότεραSite-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran
1 Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran Munawar Hussain, a Rasheed Ahmad Khera, a Nguyen Thai Hung, a Peter Langer* a,b a Institut für Chemie, Universität Rostock,
Διαβάστε περισσότεραSynthesis and evaluation of novel aza-caged Garcinia xanthones
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Synthesis and evaluation of novel aza-caged Garcinia xanthones Xiaojin Zhang, a,1 Xiang Li, a,1 Haopeng Sun, * b Zhengyu Jiang,
Διαβάστε περισσότεραSupporting Information for
Supporting Information for An atom-economic route to densely functionalized thiophenes via base-catalyzed rearrangement of 5-propargyl-2H-thiopyran-4(3H)-ones Chunlin Tang a, Jian Qin b, Xingqi Li *a a
Διαβάστε περισσότεραSupporting Information
Supporting Information for Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolecular [1,5]-hydride shift/isomerization reaction Chun-Huan Jiang, Xiantao Lei,
Διαβάστε περισσότεραFirst DMAP-mediated direct conversion of Morita Baylis. Hillman alcohols into γ-ketoallylphosphonates: Synthesis of
Supporting Information File 1 for First DMAP-mediated direct conversion of Morita Baylis Hillman alcohols into γ-ketoallylphosphonates: Synthesis of γ-aminoallylphosphonates Marwa Ayadi 1,2, Haitham Elleuch
Διαβάστε περισσότεραCopper-Catalyzed Oxidative Dehydrogenative N-N Bond. Formation for the Synthesis of N,N -Diarylindazol-3-ones
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2016 Supporting information Copper-Catalyzed Oxidative Dehydrogenative - Bond Formation
Διαβάστε περισσότεραElectronic Supplementary Information
Electronic Supplementary Information Unprecedented Carbon-Carbon Bond Cleavage in Nucleophilic Aziridine Ring Opening Reaction, Efficient Ring Transformation of Aziridines to Imidazolidin-4-ones Jin-Yuan
Διαβάστε περισσότεραNovel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information
Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans Liang Yun, Shi Tang, Xu-Dong Zhang, Li-Qiu Mao, Ye-Xiang Xie and Jin-Heng Li* Key Laboratory
Διαβάστε περισσότεραSupporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Synthesis of 3-omosubstituted Pyrroles via Palladium- Catalyzed Intermolecular Oxidative Cyclization
Διαβάστε περισσότεραDiastereoselective Access to Trans-2-Substituted Cyclopentylamines
Supporting Information Diastereoselective Access to Trans-2-Substituted Cyclopentylamines Antoine Joosten, Emilie Lambert, Jean-Luc Vasse, Jan Szymoniak jean-luc.vasse@univ-reims.fr jan.szymoniak@univ-reims.fr
Διαβάστε περισσότεραSupplementary information
Electronic Supplementary Material (ESI) for MedChemComm. This journal is The Royal Society of Chemistry 2015 Supplementary information Synthesis of carboxyimidamide-substituted benzo[c][1,2,5]oxadiazoles
Διαβάστε περισσότεραSupporting Information. Asymmetric Binary-acid Catalysis with Chiral. Phosphoric Acid and MgF 2 : Catalytic
Supporting Information Asymmetric Binary-acid Catalysis with Chiral Phosphoric Acid and MgF 2 : Catalytic Enantioselective Friedel-Crafts Reactions of β,γ- Unsaturated-α-Ketoesters Jian Lv, Xin Li, Long
Διαβάστε περισσότεραSupporting Information
Supporting Information 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions
Διαβάστε περισσότεραSupporting Information. Table of Contents. II. Experimental procedures. II. Copies of 1H and 13C NMR spectra for all compounds
Electronic upplementary Material (EI) for rganic & Biomolecular Chemistry. This journal is The Royal ociety of Chemistry 2017 Laboratoire de Méthodologie et ynthèse de Produit aturels. Université du Québec
Διαβάστε περισσότεραPeptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors
Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors Andrea Trabocchi a, icolino Pala b, Ilga Krimmelbein c, Gloria Menchi a, Antonio Guarna a, Mario Sechi b, Tobias Dreker c, Andrea Scozzafava
Διαβάστε περισσότεραSupporting Information
Electronic upplementary Material (EI) for Green Chemistry. This journal is The Royal ociety of Chemistry 204 upporting Information ynthesis of sulfonamides via I 2 -mediated reaction of sodium sulfinates
Διαβάστε περισσότεραDivergent synthesis of various iminocyclitols from D-ribose
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 205 Divergent synthesis of various iminocyclitols from D-ribose Ramu Petakamsetty,
Διαβάστε περισσότεραPd Catalyzed Carbonylation for the Construction of Tertiary and
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Pd Catalyzed Carbonylation for the Construction of Tertiary and Quaternary
Διαβάστε περισσότεραRegioselectivity in the Stille coupling reactions of 3,5- dibromo-2-pyrone.
Regioselectivity in the Stille coupling reactions of 3,5- dibromo-2-pyrone. Won-Suk Kim, Hyung-Jin Kim and Cheon-Gyu Cho Department of Chemistry, Hanyang University, Seoul 133-791, Korea Experimental Section
Διαβάστε περισσότεραSupporting Information. Microwave-assisted construction of triazole-linked amino acid - glucoside conjugates as novel PTP1B inhibitors
Supporting Information Microwave-assisted construction of triazole-linked amino acid - glucoside conjugates as novel PTP1B inhibitors Xiao-Peng He, abd Cui Li, d Xiao-Ping Jin, b Zhuo Song, b Hai-Lin Zhang,
Διαβάστε περισσότεραSupporting Information
Supporting Information Wiley-VCH 2014 69451 Weinheim, Germany Copper-Catalyzed Coupling of Oxime Acetates with Sodium Sulfinates: An Efficient Synthesis of Sulfone Derivatives** Xiaodong Tang, Liangbin
Διαβάστε περισσότεραSupporting Information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 Supporting Information Silver or Cerium-Promoted Free Radical Cascade Difunctionalization
Διαβάστε περισσότεραZuxiao Zhang, Xiaojun Tang and William R. Dolbier, Jr.* Department of Chemistry, University of Florida, Gainesville, FL
Photoredox-Catalyzed Intramolecular Difluoromethylation of -Benzylacrylamides Coupled with a Dearomatizing Spirocyclization: Access to CF2H Containing 2- Azaspiro[4.5]deca-6,9-diene-3,8-diones. Zuxiao
Διαβάστε περισσότεραSupporting Information. Synthesis and biological evaluation of nojirimycin- and
Supporting Information for Synthesis and biological evaluation of nojirimycin- and pyrrolidine-based trehalase inhibitors Davide Bini 1, Francesca Cardona 2, Matilde Forcella 1, Camilla Parmeggiani 2,3,
Διαβάστε περισσότεραPhosphorus Oxychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions
Supplementary Information for Phosphorus xychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions u Chen,* a,b Xunfu Xu, a Liu Liu, a Guo Tang,* a
Διαβάστε περισσότεραSupporting Information
Supporting Information Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium Min Shi,* Min Jiang and Le-Ping Liu State
Διαβάστε περισσότεραgem-dichloroalkenes for the Construction of 3-Arylchromones
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Pd(OAc)2/S=PPh3 Accelerated Activation of gem-dichloroalkenes for the Construction of 3-Arylchromones
Διαβάστε περισσότεραSupporting Information
Supporting Information Selective Synthesis of xygen-containing Heterocycles via Tandem Reactions of 1,2-Allenic Ketones with Ethyl 4-Chloroacetoacetate Qiang Wang, a, b Zhouqing Xu b and Xuesen Fan a *
Διαβάστε περισσότεραSupporting Information
Supporting Information Ceric Ammonium Nitrate (CAN) catalyzed efficient one-pot three component aza-diels-alder reactions for a facile synthesis of tetrahydropyranoquinoline derivatives Ravinder Goud Puligoundla
Διαβάστε περισσότεραSupporting Information
Supporting Information Rhodium-catalyzed Intramolecular Dehydrogenative Aryl Aryl Coupling Using Air as Terminal Oxidant Hannah Baars, 1,2 Yuto Unoh, 1 Takeshi Okada, 1 Koji Hirano, 1 Tetsuya Satoh,* 1,3
Διαβάστε περισσότεραFree Radical Initiated Coupling Reaction of Alcohols and. Alkynes: not C-O but C-C Bond Formation. Context. General information 2. Typical procedure 2
Free Radical Initiated Coupling Reaction of Alcohols and Alkynes: not C-O but C-C Bond Formation Zhongquan Liu,* Liang Sun, Jianguo Wang, Jie Han, Yankai Zhao, Bo Zhou Institute of Organic Chemistry, Gannan
Διαβάστε περισσότεραElectronic Supplementary Information (ESI)
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Electronic Supplementary Information (ESI) For Iron-Catalysed xidative Amidation of Alcohols with Amines Silvia Gaspa, a Andrea
Διαβάστε περισσότεραSupporting Information
Electronic Supplementary Material (ESI) for rganic Chemistry Frontiers. This journal is the Partner rganisations 2018 Palladium-catalyzed direct approach to α-cf 3 aryl ketones from arylboronic acids Bo
Διαβάστε περισσότεραFacile construction of the functionalized 4H-chromene via tandem. benzylation and cyclization. Jinmin Fan and Zhiyong Wang*
Facile construction of the functionalized 4H-chromene via tandem benzylation and cyclization Jinmin Fan and Zhiyong Wang* Hefei National Laboratory for Physical Science at Microscale, Joint- Lab of Green
Διαβάστε περισσότεραSupporting information
Electronic upplementary Material (EI) for New Journal of Chemistry. This journal is The Royal ociety of Chemistry and the Centre National de la Recherche cientifique 7 upporting information Lipase catalyzed,-addition
Διαβάστε περισσότεραCopper-Catalyzed Oxidative Coupling of Acids with Alkanes Involving Dehydrogenation: Facile Access to Allylic Esters and Alkylalkenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supplementary information Copper-Catalyzed xidative Coupling of Acids with Alkanes Involving Dehydrogenation:
Διαβάστε περισσότεραSupporting Information For
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Supporting Information For ne-pot synthesis of 2,3-difunctionalized indoles
Διαβάστε περισσότεραSupporting Information. Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles
Supporting Information for Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles Angélica de Fátima S. Barreto*, Veronica Alves dos Santos, and Carlos
Διαβάστε περισσότεραDirect Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines
Direct Palladium-Catalyzed Arylations of Aryl Bromides with 2/9-Substituted Pyrimido[5,4-b]indolizines Min Jiang, Ting Li, Linghua Meng, Chunhao Yang,* Yuyuan Xie*, and Jian Ding State Key Laboratory of
Διαβάστε περισσότεραSupporting Information. Synthesis and biological evaluation of 2,3-Bis(het)aryl-4-azaindoles Derivatives as protein kinases inhibitors
Supporting Information Synthesis and biological evaluation of 2,3-Bis(het)aryl-4-azaindoles Derivatives as protein kinases inhibitors Frédéric Pin, a Frédéric Buron, a Fabienne Saab, a Lionel Colliandre,
Διαβάστε περισσότεραConstruction of Cyclic Sulfamidates Bearing Two gem-diaryl Stereocenters through a Rhodium-Catalyzed Stepwise Asymmetric Arylation Protocol
Supporting Information for: Construction of Cyclic Sulfamidates Bearing Two gem-diaryl Stereocenters through a Rhodium-Catalyzed Stepwise Asymmetric Arylation Protocol Yu-Fang Zhang, Diao Chen, Wen-Wen
Διαβάστε περισσότεραSupporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with. β-nitroalkenes. Contents. 1. General Information S2
Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with β-nitroalkenes Jing Zheng, Dahai Wang, and Sunliang Cui* College of Pharmaceutical Sciences, Zhejiang University,
Διαβάστε περισσότεραRh(III)-Catalyzed C-H Amidation with N-hydroxycarbamates: A. new Entry to N-Carbamate Protected Arylamines
Rh(III)-Catalyzed C-H Amidation with N-hydroxycarbamates: A new Entry to N-Carbamate Protected Arylamines Bing Zhou,* Juanjuan Du, Yaxi Yang,* Huijin Feng, Yuanchao Li Shanghai Institute of Materia Medica,
Διαβάστε περισσότεραThe Free Internet Journal for Organic Chemistry
The Free Internet Journal for Organic Chemistry Paper Archive for Organic Chemistry Arkivoc 2018, part iii, S1-S6 Synthesis of dihydropyranones and dihydropyrano[2,3- d][1,3]dioxine-diones by cyclization
Διαβάστε περισσότεραSupporting Information. for. Angew. Chem. Int. Ed. Z Wiley-VCH 2003
Supporting Information for Angew. Chem. Int. Ed. Z51171 Wiley-VCH 2003 69451 Weinheim, Germany 1 Tin-Free Radical Allylation of B- Alkylcatecholboranes Arnaud-Pierre Schaffner and Philippe Renaud* University
Διαβάστε περισσότεραTributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate
upporting Information Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate Jing-Yu Wu, Zhi-Bin Luo, Li-Xin Dai and Xue-Long Hou* a tate Key Laboratory of Organometallic
Διαβάστε περισσότεραSupplementary Data. Engineering, Nanjing University, Nanjing , P. R. China;
Supplementary Data Synthesis, Chemo-selective Properties of Substituted 9-Aryl-9H-fluorenes from Triarylcarbinols and Enantiomerical Kinetics of Chiral 9-Methoxy-11-(naphthalen-1-yl)-11H-benzo[a]fluorene
Διαβάστε περισσότεραSynthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem Click reaction/cu-catalyzed D-homo rearrangement
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting Information Synthesis of novel 1,2,3-triazolyl derivatives of
Διαβάστε περισσότεραOxyhalogenation of thiols and disulfides into sulfonyl chlorides/ bromides in water using oxone-kx(x= Cl or Br)
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2014 Oxyhalogenation of thiols and disulfides into sulfonyl chlorides/ bromides in water using
Διαβάστε περισσότεραPalladium-Catalyzed C H Monoalkoxylation of α,β-unsaturated Carbonyl Compounds
Supporting Information Palladium-Catalyzed C H Monoalkoxylation of α,β-unsaturated Carbonyl Compounds Yasunari Monguchi,* Kouki Kunishima, Tomohiro Hattori, Tohru Takahashi, Yuko Shishido, Yoshinari Sawama,
Διαβάστε περισσότεραCatalyst-free transformation of levulinic acid into pyrrolidinones with formic acid
Catalyst-free transformation of levulinic acid into pyrrolidinones with formic acid Yawen Wei, a Chao Wang,* a Xue Jiang, a Dong Xue, a Zhao-Tie Liu, a and Jianliang Xiao* a,b a Key Laboratory of Applied
Διαβάστε περισσότεραCopper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes
Supporting Information for Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes Yibiao Li* 1, Liang Cheng 1, Xiaohang Liu
Διαβάστε περισσότεραSupporting Information. Experimental section
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Experimental section General. Anhydrous solvents were transferred by
Διαβάστε περισσότεραSupporting Information One-Pot Approach to Chiral Chromenes via Enantioselective Organocatalytic Domino Oxa-Michael-Aldol Reaction
Supporting Information ne-pot Approach to Chiral Chromenes via Enantioselective rganocatalytic Domino xa-michael-aldol Reaction Hao Li, Jian Wang, Timiyin E-Nunu, Liansuo Zu, Wei Jiang, Shaohua Wei, *
Διαβάστε περισσότεραSupporting Information
S1 Supporting Information Synthesis of 2-Arylated Hydroxytyrosol Derivatives via Suzuki-Myaura Cross-Coupling Roberta Bernini, a Sandro Cacchi, b* Giancarlo Fabrizi, b* Eleonora Filisti b a Dipartimento
Διαβάστε περισσότεραSupporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process
Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process Jincan Zhao 1, Hong Fang 1, Jianlin Han* 1,2 and Yi Pan* 1
Διαβάστε περισσότεραSUPPORTING INFORMATION. Transition Metal-Free Arylations of In-Situ Generated Sulfenates with Diaryliodonium Salts
S1 SUPPORTING INFORMATION Transition Metal-Free Arylations of In-Situ Generated Sulfenates with Diaryliodonium Salts Hao Yu, Zhen Li, and Carsten Bolm* Institute of Organic Chemistry, RWTH Aachen University
Διαβάστε περισσότεραSupporting Information
Supporting Information Transition-metal-free Ring Expansion Reactions of Indene-1,3-dione: Synthesis of Functionalized Benzoannulated Seven-Membered Ring Compounds Qiyi Yao, Lingkai Kong, Mengdan Wang,
Διαβάστε περισσότεραSupporting Information
Supporting Information Enantiospecific Synthesis of the Cubitane Skeleton Elisabeth Schöttner, M. Wiechoczek, Peter G. Jones, and Thomas Lindel * TU Braunschweig, Institutes of rganic, Inorganic and Analytical
Διαβάστε περισσότεραCopper-Catalyzed Direct Acyloxylation of C(sp 2 ) H Bonds. in Aromatic Amides
Supporting Information for Copper-Catalyzed Direct Acyloxylation of C(sp 2 ) H Bonds in Aromatic Amides Feifan Wang, Qiyan Hu, Chao Shu, Zhiyang Lin, Dewen Min, Tianchao Shi and Wu Zhang* Key Laboratory
Διαβάστε περισσότεραThe N,S-Bidentate Ligand Assisted Pd-Catalyzed C(sp 2 )-H. Carbonylation using Langlois Reagent as CO Source. Supporting Information.
Electronic upplementary Material (EI) for rganic & Biomolecular Chemistry. This journal is The Royal ociety of Chemistry 2018 The,-Bidentate Ligand Assisted Pd-Catalyzed C(sp 2 )-H Carbonylation using
Διαβάστε περισσότεραSupporting Information. for. Highly Selective Hydroiodation of Alkynes Using. Iodine-Hydrophosphine Binary System
Supporting Information for Highly Selective Hydroiodation of Alkynes Using Iodine-Hydrophosphine Binary System Shin-ichi Kawaguchi and Akiya Ogawa * Department of Applied Chemistry, Graduate School of
Διαβάστε περισσότεραSupporting Information. Chemoselective Acylation of 2-Amino-8-quinolinol in the Generation of C2-Amides or C8-Esters
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Supporting Information Chemoselective Acylation of 2-Amino-8-quinolinol in the Generation of
Διαβάστε περισσότεραAcylative Suzuki coupling of amides: Acyl-nitrogen activation via synergy of independently modifiable activating groups
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Supporting Information for Acylative Suzuki coupling of amides: Acyl-nitrogen activation via synergy
Διαβάστε περισσότεραAluminium-mediated Aromatic C F Bond Activation: Regioswitchable Construction of Benzene-fused Triphenylene. Frameworks
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2016 Aluminium-mediated Aromatic C Bond Activation: Regioswitchable Construction of Benzene-fused Triphenylene
Διαβάστε περισσότεραESI for. A simple and efficient protocol for the palladium-catalyzed. ligand-free Suzuki reaction at room temperature in aqueous DMF.
ESI for A simple and efficient protocol for the palladium-catalyzed ligand-free Suzuki reaction at room temperature in aqueous DMF Chun Liu,* Qijian i, Fanying Bao and Jieshan Qiu State Key Laboratory
Διαβάστε περισσότεραChiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic Aminations. Minyang Zhuang and Haifeng Du*
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Chiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic
Διαβάστε περισσότεραSupporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006
Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 Silver-Catalyzed Asymmetric Synthesis of 2,3-Dihydrobenzofurans: A New Chiral Synthesis of Pterocarpans Leticia Jiménez-González, Sergio
Διαβάστε περισσότεραSupporting Information
1 upporting Information Rhodium(III)-Catalyzed rtho Halogenations of N-Acylsulfoximines and ynthetic Applications toward Functionalized ulfoximine Derivatives Ying Cheng, Wanrong Dong, Kanniyappan Parthasarathy,
Διαβάστε περισσότεραElectronic Supporting Information. Synthesis and Reactivity of 18 F-Labeled α,α-difluoro-α-aryloxyacetic Acids
Electronic Supporting Information Synthesis and Reactivity of 18 F-Labeled α,α-difluoro-α-aryloxyacetic Acids Tanatorn Khotavivattana,, Samuel Calderwood,, Stefan Verhoog, Lukas Pfeifer, Sean Preshlock,
Διαβάστε περισσότεραSupporting Information for
Supporting Information for A ovel Synthesis of luorinated Pyrazoles via Gold(I)-Catalyzed Tandem Aminofluorination of Alkynes in the Presence of Selectfluor Jianqiang Qian, Yunkui Liu,* Jie Zhu, Bo Jiang,
Διαβάστε περισσότεραSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2014 One-Pot Decarboxylative Acylation of N-, O-, S-Nucleophiles and Peptides with 2,2-Disubstituted Malonic Acids Iryna
Διαβάστε περισσότεραAminofluorination of Fluorinated Alkenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2018 Synthesis of ɑ CF 3 and ɑ CF 2 H Amines via Aminofluorination of Fluorinated Alkenes Ling Yang,
Διαβάστε περισσότεραSupporting Information
Supporting Information An Approach to 3,6-Disubstituted 2,5-Dioxybenzoquinones via Two Sequential Suzuki Couplings. Three-step Synthesis of Leucomelone Xianwen Gan, Wei Jiang, Wei Wang,,,* Lihong Hu,,*
Διαβάστε περισσότεραSupporting Information
Supporting Information Wiley-VCH 2007 69451 Weinheim, Germany Supporting Information for Catalytic Enantioselective Conjugate Reduction of β,β- Disubstituted α,β-unsaturated sulfones Tomás Llamas, Ramón
Διαβάστε περισσότεραSupporting Information
Supporting Information Wiley-VC 007 9 Weinheim, Germany ew ear Infrared Dyes and Fluorophores Based on Diketopyrrolopyrroles Dipl.-Chem. Georg M. Fischer, Dipl.-Chem. Andreas P. Ehlers, Prof. Dr. Andreas
Διαβάστε περισσότεραSupporting Information for: Intramolecular Hydrogen Bonding-Assisted Cyclocondensation of. 1,2,3-Triazole Synthesis
Supporting Information for: Intramolecular Hydrogen Bonding-Assisted Cyclocondensation of α-diazoketones with Various Amines: A Strategy for Catalytic Wolff 1,2,3-Triazole Synthesis Zikun Wang, a Xihe
Διαβάστε περισσότεραSupporting Information. Experimental section
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Experimental section General. Proton nuclear magnetic resonance ( 1
Διαβάστε περισσότεραSUPPORTING INFORMATION. 1. General... S1. 2. General procedure for the synthesis of compounds 3 and 4 in the absence of AgOAc...
SUPPORTING INFORMATION Table of contents 1. General.... S1 2. General procedure for the synthesis of compounds 3 and 4 in the absence of AgOAc... S2 3. General procedure for the synthesis of compounds
Διαβάστε περισσότεραVilsmeier Haack reagent-promoted formyloxylation of α-chloro-narylacetamides
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 205 Vilsmeier aack reagent-promoted formyloxylation of α-chloro-arylacetamides by formamide Jiann-Jyh
Διαβάστε περισσότεραAsymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate.
Asymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate. Erin C. Burger and Jon A. Tunge* Department of Chemistry, University of Kansas, Lawrence, KS 0 Supporting Information
Διαβάστε περισσότεραSupporting Information
Supporting Information Lewis Acid Mediated [2,3]-Sigmatropic Rearrangement of Allylic α-amino Amides. Jan Blid, Peter Brandt, Peter Somfai*, Department of Chemistry, rganic Chemistry, Royal Institute of
Διαβάστε περισσότεραLewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes
Supporting Information for Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes Changkun Li and Jianbo Wang* Beijing National Laboratory
Διαβάστε περισσότεραSupplementary Material
Supplementary Material Control experiments S2 Characterization data for the products S2-S7 References S8 MR spectra for the products S9-S28 S1 Control experiments 2a (99.5 mg, 0.5 mmol), I 2 (50.8 mg,
Διαβάστε περισσότεραSupporting Information
Supporting Information Metal-Free Direct Intramolecular Carbotrifluoromethylation of Alkenes to Functionalized Trifluoromethyl Azaheterocycles Lei Li, Min Deng, Sheng-Cai Zheng, Ya-Ping Xiong, Li-Jiao
Διαβάστε περισσότερα