Supporting Information
|
|
- Ῥαφαὴλ Παπαδάκης
- 5 χρόνια πριν
- Προβολές:
Transcript
1 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2014 One-Pot Decarboxylative Acylation of N-, O-, S-Nucleophiles and Peptides with 2,2-Disubstituted Malonic Acids Iryna O. Lebedyeva,* [a, b] Suvendu Biswas, [a] Kevin Goncalves, [a] Sean M. Sileno, [a] Ashton R. Jackson, [a] Kunal Patel, [a] Peter J. Steel, [c] and the late Prof. Dr. Alan R. Katritzky [a] chem_ _sm_miscellaneous_information.pdf
2 Contents Page Experimental Section... S2 References for the Supporting Information:... S10 1 H and 13 C Spectra of Decarboxylated Benzotriazolyl Intermediates 3a,b... S11 1 H and 13 C Spectra of Acylated N-, O-, S-Nucleophiles 5a-k... S12 1 H and 13 C Spectra of Acylated Amino Acids and Esters 7a g... S24 1 H and 13 C Spectra of Acylated Di- and Tripeptides 7h l... S31 S1
3 Experimental Section General Procedure for Synthesis of Decarboxylated Benzotriazolyl Intermediates 3a,b To a solution of 2,2-disubstitutedmalonic acid (1 mmol) in DMF (3 ml) 1-(methylsulfonyl)-1H-benzo[d][1,2,3]triazole (0.20 g, 1 mmol) was added followed by addition of TEA (0.21 ml, 1.5 mmol) and the mixture was subjected to microwave irradiation (20 W, 50 o C) for 1 h. On completion of the reaction the mixture was added to 4N HCl solution (50 ml) and extracted with ethyl acetate (3 x 30 ml). The organic layers were combined, washed with 4N HCl solution (2 x 50 ml) and sodium carbonate solution (2 x 50 ml), then dried over MgSO 4 and evaporated to give products 3a,b. 1-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-methylpropan-1-one (3a). Yellow oil, 0.15 g, 89%, 1 H NMR (300 MHz, CDCl 3) δ 8.23 (t, J = 8.7 Hz, 1H), 8.06 (t, J = 8.7 Hz, 1H), 7.59 (d, J = 8.1 Hz, 1H), 7.44 (d, J = 8.1 Hz, 1H), (m, 1H), (m, 6H); 13 C NMR (75 MHz, CDCl 3) δ 176.8, 146.3, 131.5, 130.5, 126.2, 120.2, 114.7, 34.2, The obtained data matched those reported in literature. [1] ((1H-Benzo[d][1,2,3]triazol-1-yl)(cyclopentyl)methanone (3b). Light yellow oil, 0.17 g, 92%; 1 H NMR (300 MHz, CDCl 3) δ 8.22 (d, J = 7.8 Hz, 1H), 8.04 (d, J = 7.8 Hz, 1H), 7.57 (t, J = 7.2 Hz, 1H), 7.42 (t, J = 7.4 Hz, 1H), 4.19 (q, J = 7.5 Hz, 1H), (m, 2H), (m, 2H), (m, 4H); 13 C NMR (75 MHz, CDCl 3) δ 174.7, 146.2, 131.4, 130.2, 126.0, 120.1, 114.6, 44.2, 30.6, Anal. Calcd for C 12H 13N 3O: C, 66.96; H, 6.09; N, Found: C, 66.94; H, 6.27; N Acylated Amines (5 examples) 2-ethyl-N-propylbutanamide (5a). Colorless oil, 0.12 g, 75%; 1 H NMR (300 MHz, CDCl 3) δ 5.08 (brs, 1H), (m, 2H), (m, 2H), 1.73 (t, J = 6.3 Hz, 1H), (m, 4H), (m, 9H); 13 C NMR (75 MHz, CDCl 3) δ 157.0, 70.7, 42.6, 28.0, 23.2, 19.0, The obtained data matched those reported in literature. [2] S2
4 N-phenylcyclohexanecarboxamide (5b). White solid, 0.17 g, 84%, mp C; 1 H NMR (300 MHz, CDCl 3) δ 7.39 (d, J = 8.1 Hz, 2H), (m, 3H), 6.94 (t, J = 6.9 Hz, 1H), (m, 1H), (m, 7H), (m, 3H); 13 C NMR (75 MHz, CDCl 3) δ 174.5, 138.2, 129.0, 124.1, 119.9, 46.7, 29.8, 25.9, Anal. Calcd for C 13H 17NO: C, 76.81; H, 8,43; N, Found: C, 76.74; H, 8.64; N The obtained data matched those reported in literature. [3] N-Benzylisobutyramide (5c). White solid, 0.15 g, 83%, mp C; 1 H NMR (300 MHz, CD 3OD) δ (m, 5H), 6.51 (s, 1H), 3.99 (d, J = 4.8 Hz, 2H), (m, 1H), 1.10 (d, J = 6.6 Hz, 6H); 13 C NMR (75 MHz, CDCl 3) δ 177.2, 138.6, 128.7, 127.7, 127.5, 43.5, 35.7, The obtained data matched those reported in literature. [4] N-Benzylcyclohexanecarboxamide (5d). White solid, 0.17 g, 78%, mp C; 1 H NMR (300 MHz, CDCl 3) δ (m, 5H), 5.71 (d, J = 7.5 Hz, 1H), 4.40 (d, J = 5.7 Hz, 2H), 2.07 (t, J = 11.7 Hz, 1H), (m, 5H), (m, 5H); 13 C NMR (75 MHz, CDCl 3) δ 176.1, 133.3, 128.9, 127.9, 127.6, 67.3, 45.8, 43.6, 29.9, The obtained data matched those reported in literature. [5] N-(2,6-Dimethylphenyl)cyclopropanecarboxamide (5e). White solid, 0.16 g, 83%, mp C; 1 H NMR (300 MHz, CD 3OD) δ 7.07 (s, 3H), 2.20 (s, 6H), (m, 1H), 0.94 (d, J = 7.2 Hz, 2H), 0.85 (d, J = 7.8 Hz, 2H); 13 C NMR (75 MHz, CD 3OD) δ 175.4, 137.1, 135.9, 129.1, 128.3, 18.5, 14.9, 7.6; Anal. Calcd for C 12H 15NO: C, 76.16; H, 7.99; N, Found: C, 76.30; H, 8.22; N The obtained data matched those reported in literature. [6] S3
5 Acylated Alcohols (3 examples) Phenyl cyclopentanecarboxylate (5f). Colorless oil, 0.16 g, 86%; 1 H NMR (300 MHz, CDCl 3) δ 7.35 (d, J = 6.6 Hz, 2H), (m, 1H), 7.07 (d, J = 7.5 Hz, 2H), (m, 1H), (m, 5H), (m, 3H); 13 C NMR (75 MHz, CDCl 3) δ 174.0, 150.9, 129.5, 125.8, 121.6, 38.3, 25.5, The obtained data matched those reported in literature. [7] (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl cyclohexanecarboxylate (5g). Colorless oil, 0.22 g, 81%; 20 [α] D = 30.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ (m, 1H), 2.26 (t, J = 10.8 Hz, 1H), (m, 1H), (m, 3H), (m, 5H), (m, 7H); (m, 9H), 0.75 (d, J = 6.6 Hz, 3H); 13 C NMR (75 MHz, CDCl 3) δ 181.7, 71.8, 50.1, 45.0, 43.1, 34.7, 31.8, 29.0, 25.9, 25.5, 23.2, 22.4, 21.2, The obtained data matched those reported in literature. [8] 3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)- 2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 2-ethylbutanoate (5h). White 20 semisolid, 0.37 g, 77%, mp; [α] D = 11.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, DMSO-d 6) δ 5.21 (t, J = 6.6 Hz, 1H), (m, 1H), (m, 54H); 13 C NMR (75 MHz, CDCl 3) δ 170.8, 140.9, 121.9, 75.6, 72.0, 57.0, 56.3, 50.3, 49.0, 42.5, 42.4, 40.0, 39.7, 37.5, 36.4, 36.0, 32.1, 31.8, 28.4, 28.2, 27.8, 24.6, 24.0, 23.0, 22.8, 21.3, 19.6, 19.0, 12.1, The obtained data matched those reported in literature. [9] S4
6 Acylated Thioalcohols (3 examples) S-Phenyl cyclopentanecarbothioate (5i). Yellow oil, 0.18 g, 88%; 1 H NMR (300 MHz, CDCl 3) δ (m, 5H), 3.03 (t, J = 8.4 Hz, 1H), (m, 4H), (m, 4H); 13 C NMR (75 MHz, CDCl 3) δ 200.9, 134.9, 134.6, 129.2, 128.3, 53.0, 30.8, The obtained data matched those reported in literature. [10] N-(Tert-butoxycarbonyl)-S-(cyclopropanecarbonyl)-L-cysteine (5j).Yellow oil, 0.24 g, 83%; 20 [α] D = 17.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ 9.77 (s, 1H), 5.35 (d, J = 7.8 Hz, 1H), (m, 1H), (m, 1H), (m, 2H), 1.36 (s, 9H), 1.09 (t, J = 5.0 Hz, 2H), 0.90 (t, J = 3.8 Hz, 2H); 13 C NMR (75 MHz, CDCl 3) δ 199.1, 174.3, 155.7, 80.6, 53.5, 30.8, 28.4, 22.9, 11.4; Anal. Calcd for C 12H 19NO 5S: C, 49.81; H, 6.62; N, Found: C, 49.86; H, 7.00; N N-((Benzyloxy)carbonyl)-S-(cyclobutanecarbonyl)-L-cysteine (5k). Yellow oil, 0.28 g, 80%; 20 [α] D = 22.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ (m, 5H), 6.72 (br s, 1H), 5.03 (d, J = 12.6 Hz, 2H), (m, 1H), (m, 2H), (m, 4H), (m, 5H); 13 C NMR (75 MHz, CDCl 3) δ 201.4, 174.0, 156.3, 136.2, 128.7, 128.4, 128.3, 67.5, 54.0, 46.9, 29.9, 26.1, 18.2; HRMS (ESI) C 17H 21NO 5SNa calcd.: [(M+Na) + ] = found: [(M+Na) + ] = Acylated Aminoacids (8 examples) Benzyl isobutyrylglycinate (7a). White solid, 0.14 g, 80%, mp C; 1 H NMR (300 MHz, CDCl 3) δ (m, 5H), 6.04 (br s, 1H), 5.16 (s, 2H), 4.06 (d, J = 5.1 Hz, 2H), (m, 1H), 1.15 (d, S5
7 J = 6.9 Hz, 6H); 13 C NMR (75 MHz, CDCl 3) δ 177.3, 170.2, 135.3, 128.8, 128.7, 128.5, 67.4, 41.5, 35.5, 19.6; HRMS (ESI) C 13H 18NO 3 calcd.: [(M+H) + ] = found: [(M+H) + ] = Benzyl (cyclobutanecarbonyl)glycinate (7b). White solid, 0.20 g, 86%, mp C; 1 H NMR (300 MHz, CDCl 3) δ (m, 5H), (m, 1H), 5.14 (s, 2H), 4.04 (d, J = 4.5 Hz, 2H), (m, 1H), (m, 4H), (m, 2H); 13 C NMR (75 MHz, CDCl 3) δ 175.3, 170.2, 135.3, 128.8, 128.7, 128.5, 67.4, 41.5, 39.8, 25.5, 18.4; Anal. Calcd for C 14H 17NO 3: C, 68.00; H, 6.93; N, Found: C, 68.12; H, 6.99; N (Cyclopropanecarbonyl)-L-leucine (7c). White solid, 0.16 g, 79%, mp C; [α] D = 12.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ 9.87 (s, 1H), 7.04 (d, J = 10.8 Hz, 1H), (m, 1H), (m, 3H), (m, 1H), (m, 10H); 13 C NMR (75 MHz, CDCl 3) δ 176.4, 175.1, 51.4, 41.3, 25.0, 23.0, 22.0, 14.8, 7.9. The obtained data matched those reported in literature. [11] 20 (2-Ethylbutanoyl)-L-valine (7d). White solid, 0.17 g, 85%, mp C; [α] D = 14.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ 6.00 (d, J = 7.8 Hz, 1H), (m, 1H), (m, 1H), (m, 5H), (m, 2H), 0.98 (d, J = 6.9 Hz, 3H), 0.95 (d, J = 6.6 Hz, 3H); 13 C NMR (75 MHz, CDCl 3) δ 176.0, 175.3, 57.2, 40.0, 31.2, 25.7, 25.5, 19.2, 18.4, 17.9; Anal. Calcd for C 11H 21NO 3: C, 61.37; H, 9.83; N, Found: C, 61.41; H, 10.04; N (2-Ethylbutanoyl)-L-phenylalanine (7e). White solid, 0.21 g, 80%, mp C; [α] D 20 = (c 1.0, CH 3OH); 1 H NMR (300 MHz, CD 3OD) δ (m, 5H), (m, 1H), (m, 1H), 2.92 (dd, J = 17.1, 10.2 Hz, 1H), (m, 1H), (m, 4H), 0.85 (t, J = 7.5 Hz, 3H), 0.58 (t, J = 7.5 Hz, 3H); 13 C NMR (75 S6
8 MHz, CDCl 3) δ 176.9, 174.8, 136.0, 129.5, 128.7, 127.3, 53.1, 51.2, 37.8, 25.8, 12.0; Anal. Calcd for C 15H 21NO 3: C, 68.42; H, 8.04; N, Found: C, 68.18; H, 8.28; N (2-Ethylbutanoyl)-D-phenylalanine (7f). White solid, 0.22 g, 84%, mp C; [α] D = 20.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CD 3OD) δ (m, 5H), (m, 1H), 3.21 (dd, J = 14.1, 4.8 Hz, 1H), 2.88 (dd, J = 14.1, 10.3 Hz, 1H), (m, 1H), (m, 4H), 0.81 (t, J = 7.5 Hz, 3H), 0.54 (t, J = 7.5 Hz, 3H); 13 C NMR (75 MHz, CD 3OD) δ 178.7, 175.0, 138.8, 130.3, 129.5, 127.8, 54.8, 51.7, 38.5, 27.2, 12.5; Anal. Calcd for C 15H 21NO 3: C, 68.42; H, 8.04; N, Found: C, 68.47; H, 8.17; N (2-Ethylbutanoyl)-D,L-phenylalanine (7g). White solid, 0.23 g, 87%, mp C; 1 H NMR (300 MHz, CDCl 3) δ (br s, 1H), (m, 5H), (m, 1H), (m, 1H), (m, 2H), (m, 1H), (m, 4H), (m, 6H); 13 C NMR (75 MHz, CDCl 3) δ 177.0, 175.0, 135.9, 129.4, 128.7, 127.3, 53.1, 51.2, 37.7, 25.6, The obtained data matched those reported in literature. [12] Acylated Di- and Tripeptides (5 examples) (Cyclobutanecarbonyl)-L-leucyl-L-alanine (7h). White solid, 0.25 g, 89%, mp C; 20 [α] D = 9.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CDCl 3) δ (br s, 1H), 6.17 (s, 1H), (m, 1H), 2.31 (t, J = 10.9 Hz, 1H), 2.13 (t, J = 10.8 Hz, 1H), (m, 12H), 1.42 (d, J = 7.2 Hz, 6H); 13 C NMR (75 MHz, CDCl 3) δ 182.3, 177.2, 176.8, 48.3, 45.4, 43.1, 29.7, 29.0, 25.8, 25.5, 18.4; Anal. Calcd for C 14H 24N 2O 4: C, 59.13; H, 8.51; N, Found: C, 59.29; H, 8.39; N S7
9 Methyl (2-ethylbutanoyl)-L-phenylalanyl-L-valinate (7i). White solid, 0.34 g, 90%, mp C; [α] D = 7.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CD 3OD) δ (m, 5H), (m, 1H), (m, 1H), 3.09 (s, 3H), (m, 2H), (m, 6H), (m, 12H); 13 C NMR (75 MHz, CD 3OD) δ 177.5, 174.5, 174.0, 138.6, 130.4, 129.5, 129.4, 127.8, 59.0, 55.7, 40.6, 38.9, 32.0, 26.4, 26.0, 19.7, 19.1, 18.4; Anal. Calcd for C 21H 32N 2O 4: C, 66.99; H, 8.57; N, Found: C, 66.81; H, 8.47; N (Cyclohexanecarbonyl)-L-alanyl-L-leucine (7j). Yellow oil, 0.28 g, 88%; [α] D = 13.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, CD 3OD) δ (m, 2H), (m, 1H), (m, 10H), (m, 12H); 13 C NMR (75 MHz, CD 3OD) δ 180.1, 179.1, 176.3, 57.5, 52.3, 46.1, 44.4, 30.7, 30.4, 27.1, 26.9, 26.7, 17.8; Anal. Calcd for C 16H 28N 2O 4: C, 61.51; H, 9.03; N, Found: C, 61.71; H, 9.32; N S-(((Benzyloxy)carbonyl)-L-alanyl)-N-(3-(cyclohexanecarboxamido)propanoyl)-Lcysteine (7k). White solid, 0.42 g, 82%, mp C; [α] D = 14.0 (c 1.0, CH 3OH); 1 H NMR (300 MHz, 20 CD 3OD) δ (m, 5H), 5.08 (s, 2H), (m, 1H), 4.25 (q, J = 7.3 Hz, 1H), (m, 3H), 3.14 (dd, J = 13.8, 7.5 Hz, 1H), 2.38 (t, J = 6.6 Hz, 2H), (m, 1H), (m, 3H), 1.62 (d, J = 7.6 Hz, 1H), (m, 9H); 13 C NMR (75 MHz, CD 3OD) δ 203.3, 179.4, 173.8, 173.0, 158.4, 138.1, 129.6, 129.1, 128.8, 67.9, 58.4, 53.2, 46.4, 36.9, 36.3, 30.8, 30.7, 27.0, 26.9, 18.0; Anal. Calcd for C 24H 33N 3O 7S: C, 56.79; H, 6.55; N, Found: C, 57.07; H, 6.37; N (Cyclohexanecarbonyl)-L-phenylalanylglycylglycine (7l). White solid, 0.35 g, 90%, mp C; [α] D 20 = (c 1.0, CH 3OH); 1 H NMR (300 MHz, CD 3OD) δ (m, 5H), (m, 1H), S8
10 3.89 (d, J = 8.7 Hz, 2H), 3.68 (s, 2H), 3.13 (dd, J = 13.5, 5.1 Hz, 1H), 2.88 (dd, J = 13.2, 9.0 Hz, 1H), 2.14 (t, J = 8.7 Hz, 1H), (m, 4H), (m, 6H); 13 C NMR (75 MHz, CD 3OD) δ 179.4, 174.4, 172.7, 171.5, 138.4, 130.3, 129.4, 127.7, 56.3, 45.9, 43.4, 41.8, 38.4, 30.8, 30.2, 26.9, 26.8, 26.6; HRMS (ESI) C 20H 26N 3O 5 calcd.: [(M-H) - ] = found: [(M-H) - ] = S9
11 References for the Supporting Information: [1] A. R. Katritzky, Z. Wang, M. Wang, C. D. Hall, K. Suzuki, J. Org. Chem., 2005, 70, [2] L. Huizhen, G. Laurenczy, N. Yan, P. J. Dyson, Chem. Commun., 2014, 50, [3] J. E. Wilson, G. C. Fu, Angew. Chem., 2004, 116, [4] T. K. Houlding, K. Tchabanenko, Md. T. Rahman, E. V. Rebrov, Org. Biomol. Chem., 2013, 11, [5] Y. Kawagoe, K. Moriyama, H. Togo, Tetrahedron, 2013, 69, [6] H. Bo, M. A. Crider, J. P. Stables, Eur. J. Med. Chem., 2001, 36, [7] A. N. Niyazov, B. Namatov, Kh. Atlyev, Izvestiya Akademii Nauk Turkmenskoi SSR, 1974, 4, [8] Ger. Pat. DE , [9] J. M. Pochan, H. W. Gibson, J. Phys. Chem., 1974, 78, [10] S. Kim, S. Kim, N. Otsuka, I. Ryu, Angew. Chem. Int. Ed., 2005, 44, [11] A. Leone-Bay, N. Santiago, D. Achan, K. Chaudhary, F. DeMorin, L. Falzarano, S. Haas, S. Kalbag, D. Kaplan, H. Leipold, C. Lercara, D. O Toole, T. Rivera, C. Rosado, D. Sarubbi, E. Vuocolo, N. Wang, S. Milstein, R. A. Baughman, J. Med. Chem., 1995, 38, [12] R. Granger, J. Giroux, J. Lanet, M. Corbier, Bull. Soc. Chim. Fr., 1958, S10
12 1 H and 13 C Spectra of Decarboxylated Benzotriazolyl Intermediates 3a,b 1 H spectrum of 3a 13 C spectrum of 3a S11
13 1 H spectrum of 3b 13 C spectrum of 3b S12
14 1 H and 13 C Spectra of Acylated N-, O-, S-Nucleophiles 5a-k 1 H spectrum of 5a 13 C spectrum of 5a S13
15 1 H spectrum of 5b 13 C spectrum of 5b S14
16 1 H spectrum of 5c 13 C spectrum of 5c S15
17 1 H spectrum of 5d 13 C spectrum of 5d S16
18 1 H spectrum of 5e 13 C spectrum of 5e S17
19 1 H spectrum of 5f 13 C spectrum of 5f S18
20 1 H spectrum of 5g 13 C spectrum of 5g S19
21 1 H spectrum of 5h 13 C spectrum of 5h S20
22 1 H spectrum of 5i 13 C spectrum of 5i S21
23 1 H spectrum of 5j 13 C spectrum of 5j S22
24 1 H spectrum of 5k 13 C spectrum of 5k S23
25 1 H and 13 C Spectra of Acylated Amino Acids and Esters 7a g 1 H spectrum of 7a 13 C spectrum of 7a S24
26 1 H spectrum of 7b 13 C spectrum of 7b S25
27 1 H spectrum of 7c 13 C spectrum of 7c S26
28 1 H spectrum of 7d 13 C spectrum of 7d S27
29 1 H spectrum of 7e 13 C spectrum of 7e S28
30 1 H spectrum of 7f 13 C spectrum of 7f S29
31 1 H spectrum of 7g 13 C spectrum of 7g S30
32 1 H and 13 C Spectra of Acylated Di- and Tripeptides 7h l 1 H spectrum of 7h 13 C spectrum of 7h S31
33 1 H spectrum of 7i 13 C spectrum of 7i S32
34 1 H spectrum of 7j 13 C spectrum of 7j S33
35 1 H spectrum of 7k 13 Cspectra 13 C spectrum of 3a of 7k S34
36 1 H spectrum of 7l 13 C spectrum of 7l S35
Supporting 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 περισσότεραCopper-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 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 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 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 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 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 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 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 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 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 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 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 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 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. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 6945 Weinheim, 2007 A New Method for Constructing Quaternary Carbon Centres: Tandem Rhodium-Catalysed,4-Addition/Intramolecular Cyclization.
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. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 Supporting Information for High-Throughput Substrate
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 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 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 περισσότεραIodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via double C(sp 2 )-H thiolation
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Iodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via
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 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 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 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 περισσότεραSupporting information
Supporting information Spectroscopic data of compounds 1a-f Benzyl bromide (1a) Yield: 81%. Colorless oil. b.p. 79-82 o C/15 mmhg (Lit. 83.5 84 o C/13 mmhg). 1 1 H NMR (CDCl 3 ): δ 4.45 (2H, s, PhCH 2
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 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 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 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 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 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
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 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 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 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 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 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. for. A novel application of 2-silylated 1,3-dithiolanes for the. synthesis of aryl/hetaryl-substituted ethenes and
Supporting Information for A novel application of 2-silylated 1,3-dithiolanes for the synthesis of aryl/hetaryl-substituted ethenes and dibenzofulvenes Grzegorz Mlostoń *1, Paulina Pipiak 1, Róża Hamera-Fałdyga
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 περισσότεραSelective mono reduction of bisphosphine
Griffith Research Online https://research-repository.griffith.edu.au Selective mono reduction of bisphosphine oxides under mild conditions Author etersson, Maria, Loughlin, Wendy, Jenkins, Ian ublished
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
Supporting Information Montmorillonite KSF-Catalyzed One-pot, Three-component, Aza-Diels- Alder Reactions of Methylenecyclopropanes With Arylaldehydes and Aromatic Amines Li-Xiong Shao and Min Shi* General
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 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
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 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 περισσότεραExperimental procedure
Supporting Information for Direct electrophilic N-trifluoromethylthiolation of amines with trifluoromethanesulfenamide Sébastien Alazet 1,2, Kevin Ollivier 1 and Thierry Billard* 1,2 Address: 1 Institute
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 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 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 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 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 περισσότεραHighly enantioselective cascade synthesis of spiropyrazolones. Supporting Information. NMR spectra and HPLC traces
Highly enantioselective cascade synthesis of spiropyrazolones Alex Zea a, Andrea-Nekane R. Alba a, Andrea Mazzanti b, Albert Moyano a and Ramon Rios a,c * Supporting Information NMR spectra and HPLC traces
Διαβάστε περισσότεραSupporting Materials
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Carbonylative Coupling of Aryl Tosylates/triflates with Arylboronic Acids under CO Atmosphere
Διαβάστε περισσότεραSupporting Information
Supporting Information Gold-catalyzed Cycloisomerization of 1,6-Diyne-4-en-3-ols to form Naphthyl Ketone Derivatives. Jian-Jou Lian and Rai-Shung Liu* Department of Chemistry, National Tsing-Hua University,
Διαβάστε περισσότεραLigand-free Cu(II)-mediated aerobic oxidations of aldehyde. hydrazones leading to N,N -diacylhydrazines and 1,3,4-oxadiazoles
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Ligand-free Cu(II)-mediated aerobic oxidations of aldehyde hydrazones leading
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 περισσότεραEfficient Synthesis of Ureas by Direct Palladium-Catalyzed. Oxidative Carbonylation of Amines
S1 Supporting Information for Efficient Synthesis of Ureas by Direct Palladium-Catalyzed Oxidative Carbonylation of Amines Bartolo Gabriele,*, Giuseppe Salerno, Raffaella Mancuso, and Mirco Costa Dipartimento
Διαβάστε περισσότεραSupporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 A new route to enantiopure b-aryl-substituted b-amino acids and 4-aryl-substituted b-lactams through lipase-catalyzed
Διαβάστε περισσότεραSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2014 A Family of Click Nucleosides for Metal-Mediated Base Pairing: Unravelling the Principles of Highly Stabilizing Metal-Mediated
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 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 περισσότεραEco-friendly synthesis of diverse and valuable 2-pyridones by catalyst- and solvent-free thermal multicomponent domino reaction
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2015 SUPPRTIG IFRMATI Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst-
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 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 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 περισσότεραCopper-mediated radical cross-coupling reaction of 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123) with phenols or thiophenols. Support Information
Copper-mediated radical cross-coupling reaction of 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123) with phenols or thiophenols Dr. Xiao un Tang and Prof. Qing un Chen* Key Laboratory of Organofluorine Chemistry,
Διαβάστε περισσότερα9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer catalysts
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer
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 περισσότεραAsymmetric Synthesis of New Chiral β-amino Acid Derivatives by Mannich-type Reactions of Chiral N- Sulfinyl Imidates with N-Tosyl Aldimines
Asymmetric Synthesis of New Chiral β-amino Acid Derivatives by Mannich-type Reactions of Chiral N- Sulfinyl Imidates with N-yl Aldimines Filip Colpaert, Sven Mangelinckx, and Norbert De Kimpe Department
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 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 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 περισσότεραKOtBu-Mediated Stereoselective Addition of Quinazolines to. Alkynes under Mild Conditions
KOtBu-Mediated Stereoselective Addition of Quinazolines to Alkynes under Mild Conditions Dan Zhao, Qi Shen, Yu-Ren Zhou, and Jian-Xin Li* State Key lab of Analytical Chemistry for Life Science, School
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 περισσότεραProtease-catalysed Direct Asymmetric Mannich Reaction in Organic Solvent
Supplementary information for the paper Protease-catalysed Direct Asymmetric Mannich Reaction in Organic Solvent Yang Xue, Ling-Po Li, Yan-Hong He * & Zhi Guan * School of Chemistry and Chemical Engineering,
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 περισσότεραD-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical and experimental study
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 D-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical
Διαβάστε περισσότεραNatural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea
Supporting Information Nicrophorusamides A and B, Antibacterial Chlorinated Cyclic Peptides from a Gut Bacterium of the Carrion Beetle Nicrophorus concolor Yern-Hyerk Shin, Suhyun Bae, Jaehoon Sim,,ǁ Joonseong
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 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 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. 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 περισσότεραMandelamide-Zinc Catalyzed Alkyne Addition to Heteroaromatic Aldehydes
1 Mandelamide-Zinc Catalyzed Alkyne Addition to Heteroaromatic Aldehydes Gonzalo Blay, Isabel Fernández, Alícia Marco-Aleixandre, and José R. Pedro Departament de Química Orgànica, Facultat de Química,
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 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 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 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 περισσότεραSUPPORTING INFORMATION
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 SUPPORTIG IFORMATIO Visible light-mediated decarboxylative amination of indoline-2- carboxylic
Διαβάστε περισσότεραSupporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2017 Supporting Information 1. General experimental methods (S2). 2. Table 1: Initial studies (S2-S4).
Διαβάστε περισσότεραAqueous MW eco-friendly protocol for amino group protection.
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 215 Aqueous MW eco-friendly protocol for amino group protection. M. ardi, a. errera Cano, b P. Costanzo,
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 περισσότεραNickel Catalyzed C O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains
Supporting Information Nickel Catalyzed C O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains Xiangqian Liu, Jiaqi Jia and Magnus Rueping * RWTH
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 περισσότεραEffect of uridine protecting groups on the diastereoselectivity
Supporting Information for Effect of uridine protecting groups on the diastereoselectivity of uridine-derived aldehyde 5 -alkynylation Raja Ben Othman, Mickaël J. Fer, Laurent Le Corre, Sandrine Calvet-Vitale*
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 περισσότερα