Supporting Materials

Μέγεθος: px
Εμφάνιση ξεκινά από τη σελίδα:

Download "Supporting Materials"

Transcript

1 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 Cheng Yi Hao, Dan Wang, Ya Wei Li, Lin Lin Dong, Ying Jin, Xiu Rong Zhang, Sheng Chang, Zhu, Heyun * College of Pharmacy, JiLin Medical University, JiLin , JiLin, PR China Corresponding author. Tel.: address: jmu_changsheng@126.com Supporting Materials Content General.. 2 Preparation and Characterization of Starting Materials. 2 Typical procedure for the product.. 3 Characterization data of the product... 4

2 General Starting materials were purchased from common commercial sources and all solvents were purified and dried according to standard methods prior to use. 1 H NMR spectra were recorded on a 400 M Hz spectrometer using tetramethylsilane (TMS) as internal standard. Proton chemical shifts are reported in parts per million (ppm) relative to TMS. Multiplicities are reported as: singlet (s), doublet (d), triplet (t) and multiplet (m). 13 C NMR spectra were recorded at 100 MHz using TMS as internal standard. HRMS (EI) data were collected on High Resolution mass spectrometer (ion trap). Other substrates and catalysts were commercially available and used without additional purification. Typical procedure for the product Typical procedure for carbonylative coupling with aryl tosylates Pd(TFA) O 2 dppe B(OH) 2 OTs R 1 R 2 CO (1 atm) DMA, 80 o C R 1 R 2 A mixture of arylboronic acids (0.6 mmol), aryl tosylates (0.5 mmol), Pd(TFA) 2 (5 mol%), and dppe (10 mol%) was stirred at 80 o C for 6 h in DMA (1 ml) under CO (1 atm). Afterwards, 1 ml water was added to the reaction solution and then filtered through a filter paper and the solution was extracted by Et 2 O (2 ml) for three times. The organic phase was combined and evaporated under reduced pressure. The residue was purified on a SiO 2 column to afford the desired product(ethyl acetate/hexane). Typical procedure for carbonylative coupling with aryl triflates

3 O Pd(TFA) 2 S-phos B(OH) 2 OTf R 1 R 2 CO (1 atm) R 1 R 2 MTBE, 80 o C A mixture of arylboronic acids (0.6 mmol), aryl triflates (0.5 mmol), Pd(TFA) 2 (5 mol%), and S-phos (10 mol%) was stirred at 80 o C for 6 h in MTBE (1 ml) under CO (1 atm). Afterwards, the solution was filtered through a filter paper and the organic phase was evaporated under reduced pressure. The residue was purified on a SiO 2 column to afford the desired product(ethyl acetate/hexane). Typical procedure for the synthesis of Oxybenzone with aryl tosylates A mixture of 2,4-dimethoxy-phenylboronic acids (0.6 mmol), phenyl 4- methylbenzenesulfonate (0.5 mmol), Pd(TFA) 2 (5 mol%), and dppe (10 mol%) was stirred at 80 o C for 6 h in DMA (1 ml) under CO (1 atm). Afterwards, 1 ml water was added to the reaction solution and then filtered through a filter paper and the solution was extracted by Et 2 O (2 ml) for three times. The organic phase was combined and evaporated under reduced pressure. The residue was purified on a SiO 2 column to afford the coupling product (93%). The purificative product was then treated by the the solution of AlCl 3 (1 mmol) in CH 2 Cl 2 (2 ml), and the mixture was stirred at room temperature for 12h. The reaction residue was then washed by HCl (1 mol/l), NaCl saturation and dried by anhydrous Na 2 SO 4. The organic phase was combined and evaporated under reduced pressure, and the residue was purified on a SiO 2 column to afford Oxybenzone (87%). Typical procedure for the synthesis of Oxybenzone with aryl triflates A mixture of 2,4-dimethoxy-phenylboronic acids (0.6 mmol), phenyl trifluoromethanesulfonate (0.5 mmol), Pd(TFA) 2 (5 mol%), and S-phos (10 mol%) was stirred at 80 o C for 6 h in MTBE (1 ml) under CO (1 atm). Afterwards, the solution was filtered through a filter paper and the organic phase was evaporated

4 under reduced pressure. The residue was purified on a SiO 2 column to afford the desired product (95%). The purificative product was then treated by the the solution of AlCl 3 (1 mmol) in CH 2 Cl 2 (2 ml), and the mixture was stirred at room temperature for 12h. The reaction residue was then washed by HCl (1 mol/l), NaCl saturation and dried by anhydrous Na 2 SO 4. The organic phase was combined and evaporated under reduced pressure, and the residue was purified on a SiO 2 column to afford Oxybenzone (88%). Typical procedure for the synthesis of Ketoprofen with aryl tosylates A mixture of 2-(3-boronophenyl)propanoic acid (0.6 mmol), phenyl 4- methylbenzenesulfonate (0.5 mmol), Pd(TFA) 2 (5 mol%), and dppe (10 mol%) was stirred at 80 o C for 6 h in DMA (1 ml) under CO (1 atm). Afterwards, 1 ml water was added to the reaction solution and then filtered through a filter paper and the solution was extracted by Et 2 O (2 ml) for three times. The organic phase was combined and evaporated under reduced pressure. The residue was purified on a SiO 2 column to afford Ketoprofen (83%). Typical procedure for the synthesis of Ketoprofen with aryl triflates A mixture of 2-(3-boronophenyl)propanoic acid (0.6 mmol), phenyl trifluoromethanesulfonate (0.5 mmol), Pd(TFA) 2 (5 mol%), and S-phos (10 mol%) was stirred at 80 o C for 6 h in MTBE (1 ml) under CO (1 atm). Afterwards, the solution was filtered through a filter paper and the organic phase was evaporated under reduced pressure. The residue was purified on a SiO 2 column to afford Ketoprofen (86%). Characterization data of the product

5 (1) benzophenone m.p o C (lit. 2 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.80 ( d, J = 8.0 Hz, 4 H ), 7.59 ( t, J = 8.0 Hz, 2 H ), 7.46 ( t, J = 7.6 Hz, 4 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 196.7, 137.7, 132.5, 130.2, HRMS (EI) Calcd for C 13 H 10 O (M + ) , Found (2) 4-benzyloxy-benzophenone (T5-1) m.p o C (lit. 1 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.84 ( d, J = 8.0

6 Hz, 2 H ), 7.77 ( t, J = 7.6 Hz, 2 H ), 7.55 ( t, J = 7.6 Hz, 1 H ), ( m, 7 H ), 7.04 ( d, J = 8.4 Hz, 2 H ), 5.15 ( s, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.3, 162.2, 138.1, 136.2, 132.4, 131.8, 130.4, 129.8, 128.7, 128.3, 128.2, 127.4, 114.3, HRMS (EI) Calcd for C 20 H 16 O 2 (M + ) , Found (3) 4-methoxy-benzophenone (T5-2) m.p o C (lit. 4 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.83 ( d, J = 8.4 Hz, 2 H ), 7.74 ( t, J = 8.0 Hz, 2 H ), 7.57 ( t, J = 7.6 Hz, 1 H ), 7.45 ( t, J = 7.6 Hz, 2 H ), 6.97 ( d, J = 8.4 Hz, 2 H ), 3.87 ( s, 3 H ). 13 C NMR ( 100 MHz,

7 CDCl 3 ) δ 195.5, 163.1, 138.3, 132.4, 131.9, 130.2, 129.7, 128.3, 113.4, HRMS (EI) Calcd for C 14 H 12 O 2 (M + ) , Found (4) 4-benzoylbenzonitrile (T5-3) m.p o C (lit. 2 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.89 ( t, J = 8.4 Hz, 2 H ), ( m, 4 H ), 7.64 ( t, J = 7.6 Hz, 1 H ), 7.51 ( t, J = 7.2 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.2, 141.3, 136.3, 133.4, 132.2, 130.4, 130.1, 128.7, 118.1, HRMS (EI) Calcd for C 14 H 9 NO (M + ) , Found

8 (5) 4-trifluoromethyl-benzophenone (T5-4) m.p o C (lit. 1 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.91 ( d, J = 8.0 Hz, 2 H ), 7.82 ( d, J = 7.6 Hz, 2 H ), 7.76 ( d, J = 8.0 Hz, 2 H ), 7.62 ( t, J = 7.2 Hz, 1 H ), 7.52 ( t, J = 7.6 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.6, 140.8, 136.8, ( dd, J 1 = 64.2 Hz, J 2 = 32.2 Hz ), 133.2, ( d, J = 3.9 Hz ), 128.6, ( dd, J 1 = 7.2 Hz, J 2 = 3.6 Hz ), ( d, J = Hz ). HRMS (EI) Calcd for C 14 H 9 F 3 O (M + ) , Found

9 (6) 4-nitrobenzophenone (T5-5) m.p o C (lit. 1 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 8.35 ( d, J = 7.6 Hz, 2 H ), 7.94 ( d, J = 7.6 Hz, 2 H ), 7.82 ( d, J = 7.6 Hz, 2 H ), 7.65 ( t, J = 7.6 Hz, 1 H ), 7.52 ( t, J = 7.6 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 194.8, 149.9, 142.9, 136.3, 133.5, 130.8, 130.2, 128.7, HRMS (EI) Calcd for C 13 H 9 NO 3 (M + ) , Found

10 (7) 4-fluorobenzophenone (T5-6) m.p o C (lit. 3 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.85 ( dd, J 1 = 8.2 Hz, J 2 = 5.2 Hz, 2 H ), 7.76 ( d, J = 7.6 Hz, 2 H ), 7.58 ( t, J = 7.2 Hz, 1 H ), 7.49 ( t, J = 7.6 Hz, 2 H ), 7.17 ( t, J = 8.0 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.4, (d, J = 248 Hz), 137.5, 133.8, 132.8(d, J = 9.2 Hz), 132.6, 129.9, 128.4, (d, J = 20 Hz). HRMS (EI) Calcd for C 13 H 9 FO (M + ) , Found

11 (8) 4-chloro-benzophenone (T5-7) m.p o C (lit. 2 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.78 ( d, J = 8.4 Hz, 4 H ), 7.59 ( t, J = 7.6 Hz, 1 H ), 7.47 ( t, J = 7.6 Hz, 2 H ), 6.95 ( d, J = 8.8 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.2, 161.1, 137.9, 133.4, 132.3, 129.9, 129.4, 128.4, HRMS (EI) Calcd for C 13 H 9 ClO (M + ) , Found

12 (9) 4-bromobenzophenone (T5-8) m.p o C (lit. 4 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ (m, 4 H ), 7.54 ( t, J = 7.2 Hz, 1 H ), 7.43 ( t, J = 7.2 Hz, 2 H ), 6.66 ( d, J = 8.0 Hz, 2 H ). 13 C NMR (100 MHz, CDCl 3 ) δ 195.5, 151.0, 138.9, 132.9, 131.5, 129.6, 128.2, 127.4, HRMS (EI) Calcd for C 13 H 9 BrO (M + ) , Found

13 (10) 3,5-difluorobenzophenone (T5-9) m.p o C (lit. 3 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.80 ( d, J = 7.2 Hz, 2 H ), 7.64 ( t, J = 7.2 Hz, 1 H ), 7.52 ( t, J = 7.6 Hz, 2 H ), 7.32 ( dd, J 1 = 7.2 Hz, J 2 = 2.4 Hz, 2 H ), 7.05 ( tt, J 1 = 8.4 Hz, J 2 = 2.4 Hz, 1 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ , ( dd, J 1 = 250 Hz, J 2 = 11.7 Hz ), ( t, J = 7.2 Hz ), , , , , ( dd, J 1 = 18.3 Hz, J 2 = 7.3 Hz ), ( t, J = 25.1 Hz ). HRMS (EI) Calcd for C 13 H 8 F 2 O (M + ) , Found

14 (11) 2,5-difluorobenzophenone (T5-10) m.p o C (lit. 3 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.83 ( d, J = 8.4 Hz, 2 H ), 7.63 ( tt, J 1 = 7.2 Hz, J 2 = 1.6 Hz, 1 H ), 7.49 ( d, J = 7.6 Hz, 2 H ), ( m, 2 H ), ( m, 1 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 192.1, 159.7, (d, J = 253 Hz), 136.8, 133.8, 129.9, 128.7, ( dd, J 1 = 16.8 Hz, J 2 = 6.4 Hz ), ( dd, J 1 = 23.2 Hz, J 2 = 8.6 Hz ), ( dd, J 1 = 24.0 Hz, J 2 = 8.0 Hz ), ( dd, J 1 = 18.2 Hz, J 2 = 7.2 Hz ), ( dd, J 1 = 25.2 Hz, J 2 = 3.2 Hz ). HRMS (EI) Calcd for C 13 H 8 F 2 O (M + ) , Found

15 (12) 3,4-dichlorobenzophenone (T5-11) m.p o C (lit. 4 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.91 ( s, 1 H ), 7.77 ( d, J = 7.6 Hz, 2 H ), 7.64 ( t, J = 8.0 Hz, 2 H ), 7.59 ( d, J = 8.4 Hz, 1 H ), 7.52 ( t, J = 7.6 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 194.3, 137.3, 137.1, 136.7, 133.1, 131.9, 130.5, 129.9, 129.1, HRMS (EI) Calcd for C 13 H 8 Cl 2 O (M + ) , Found

16 (13) 2-bromo-benzophenone (T5-12) m.p o C (lit. mp 42 C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.63 ( d, J = 7.2 Hz, 2 H ), 7.51 ( t, J = 7.2 Hz, 1 H ), ( m, 3 H ), 7.28 ( t, J = 8.4 Hz, 1 H ), 6.72 ( d, J = 8.4 Hz, 1 H ), 6.59 ( t, J = 8.0 Hz, 1 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 199.1, 150.9, 140.2, 134.7, 134.3, 131.1, 129.2, 128.2, 118.2, 117.1, HRMS (EI) Calcd for C 13 H 9 BrO (M + ) , Found

17 (14) 2-benzoylbenzonitrile (T5-13) m.p o C (lit. mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ8.06 ( d, J = 7.6 Hz, 1 H ), ( m, 3 H ), 7.54 ( dd, J 1 = 14.0 Hz, J 2 = 7.2 Hz, 2 H ), ( m, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.2, 170.9, 142.6, 136.9, 133.3, 133.2, 130.9, 129.6, 129.5, 128.5, 127.9, HRMS (EI) Calcd for C 14 H 9 NO (M + ) , Found

18 (15) 2,3,4,5,6-pentamethyl-benzophenone (T5-14) m.p o C (lit. 7 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.83 ( d, J = 7.2 Hz, 2 H ), 7.56 ( t, J = 7.2 Hz, 1 H ), 7.42 ( t, J = 7.6 Hz, 2 H ), 2.27 ( s, 3 H ), 2.22 ( s, 6 H ), 2.02 ( s, 6 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 202.1, 137.7, 135.6, 133.5, 132.9, 129.6, 129.1, 128.8, 17.6, 16.7, HRMS (EI) Calcd for C 18 H 20 O (M + ) , Found

19 (16) 2,3,4,5,6-perfluoro-benzophenone (T5-15) m.p o C (lit. 8 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.87 ( d, J = 7.6 Hz, 2 H ), 7.71 ( t, J = 7.6 Hz, 1 H ), 7.56 ( t, J = 7.2 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 185.4, 135.9, 135.1, 129.8, HRMS (EI) Calcd for C 13 H 5 F 5 O (M + ) , Found

20 (17) 4-benzoylpyridine (T5-16) m.p o C (lit. 9 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.78 ( d, J = 8.4 Hz, 4 H ), 7.57 ( t, J = 7.6 Hz, 1 H ), 7.47 ( t, J = 7.6 Hz, 2 H ), 6.88 ( d, J = 8.4 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.1, 161.0, 137.9, 133.2, 132.3, 129.9, 129.3, 128.3, HRMS (EI) Calcd for C 12 H 9 NO (M + ) , Found

21 (18) 3-Benzoylpyridine (T5-17) m.p o C (lit. 11 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 8.98 ( s, 1 H ), 8.80 ( d, J = 5.2 Hz, 1 H ), 8.12 ( d, J = 8.0 Hz, 1 H ), ( m, 6 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 194.7, 152.8, 150.8, 137.1, 136.5, 133.1, 133.0, 130.0, 128.5, HRMS (EI) Calcd for C 12 H 9 NO (M + ) , Found

22 (19) 2-benzoylpyridine (T5-18) m.p o C (lit. 9 mp 42 C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 8.72 ( d, J = 4.8 Hz, 1 H ), ( m, 3 H ), 7.89 ( t, J = 7.6 Hz, 1 H ), 7.59 ( d, J = 7.6 Hz, 1 H ), 7.49 ( t, J = 7.6 Hz, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ , , , , , , , , , HRMS (EI) Calcd for C 12 H 9 NO (M + ) , Found

23 (20) 3,5-bis(trifluoromethyl)benzophenone (T6-5) m.p o C (lit. 14 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 8.24 ( s, 2 H ), 8.11 ( s, 1 H ), 7.81 ( d, J = 7.6 Hz, 2 H ), 7.68 ( t, J = 8.0 Hz, 1 H ), 7.54 ( d, J = 7.6 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 193.6, 139.4, 136.0, 133.7, ( dd, J 1 = 65.2 Hz, J 2 = 32.6 Hz ), 130.0, 129.9, 128.9, ( t, J = 4.0 Hz ), 124.3, ( q, J = 269 Hz ). HRMS (EI) Calcd for C 15 H 8 F 6 O (M + ) , Found

24 (21) 4-methylbenzophenone (T6-6) m.p o C (lit. 1 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.80 ( d, J = 6.8 Hz, 2 H ), 7.74 ( d, J = 7.6 Hz, 2 H ), 7.57 ( t, J = 7.2 Hz, 1 H ), 7.48 ( t, J = 7.6 Hz, 2 H ), 7.28 ( d, J = 8.0 Hz, 2 H ), 2.47 ( s, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 196.6, 143.3, 137.9, 134.9, 132.2, 130.4, 129.9, 129.0, 128.3, HRMS (EI) Calcd for C 14 H 12 O (M + ) , Found

25 (22) 3,4-dimethylbenzophenone (T6-7) m.p o C (lit. 4 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.81 ( d, J = 8.0 Hz, 2 H ), 7.65 ( s, 1 H ), ( m, 2 H ), 7.48 ( t, J = 7.6 Hz, 2 H ), 7.24 ( t, J = 8.0 Hz, 1 H ), 2.37 ( s, 3 H ), 2.34 ( s, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 196.9, 141.9, 138.2, 136.7, 135.3, 132.2, 131.4, 129.9, 129.4, 128.2, 128.0, 20.1, HRMS (EI) Calcd for C 15 H 14 O (M + ) , Found

26 (23) 2-methylbenzophenone (T6-8) 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.82 ( d, J = 8.0 Hz, 2 H ), 7.60 ( t, J = 7.6 Hz, 1 H ), 7.48 ( t, J = 7.6 Hz, 2 H ), 7.42 ( t, J = 7.6 Hz, 1 H ), ( m, 3 H ), 2.35 (s, 3H). 13 C NMR ( 100 MHz, CDCl 3 ) δ 198.7, 138.7, 137.8, 136.8, 133.2, 131.0, 130.3, 130.2, 128.5, 128.4, 125.2, HRMS (EI) Calcd for C 14 H 12 O (M + ) , Found

27 (24) 3-chloro-benzophenone (T6-10) m.p o C (lit. 5 mp 84 C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.81 ( d, J = 7.6 Hz, 2 H ), 7.57 ( t, J = 7.6 Hz, 1 H ), 7.45 ( t, J = 7.6 Hz, 2 H ), 7.24 ( t, J = 8.0 Hz, 1 H ), 7.13 ( d, J = 7.2 Hz, 2 H ), 6.88 ( d, J = 8.4 Hz, 1 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.1, 146.6, 138.7, 137.8, 132.4, 130.1, 129.1, 128.3, 120.7, 119.1, HRMS (EI) Calcd for C 13 H 9 ClO (M + ) , Found

28 (25) 2-chlorobenzophenone (T6-11) m.p o C (lit. 2 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.81 ( d, J = 8.4 Hz, 2 H ), 7.61 ( t, J = 7.6 Hz, 1 H ), ( m, 4 H ), ( m, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.7, 138.7, 136.5, 133.7, 131.4, 131.2, 130.1, 129.2, 128.7, HRMS (EI) Calcd for C 13 H 9 ClO (M + ) , Found

29 (26) 4-hydroxy-benzophenone (T6-12) m.p o C (lit. 9 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.81 ( br, 1 H ), 7.78 ( d, J = 8.4 Hz, 4 H ), 7.59 ( t, J = 7.2 Hz, 1 H ), 7.47 ( t, J = 7.2 Hz, 2 H ), 6.84 ( d, J = 8.8 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.1, 161.0, 137.9, 133.3, 132.2, 129.9, 129.3, 128.4, HRMS (EI) Calcd for C 13 H 10 O 2 (M + ) , Found

30 (27) 4-aminobenzophenone (T6-13) m.p o C (lit. 5 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ (m, 4 H ), 7.53 ( t, J = 7.2 Hz, 1 H ), 7.45 ( t, J = 7.2 Hz, 2 H ), 6.67 ( d, J = 8.0 Hz, 2 H ), 4.28 ( br, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 195.5, 150.9, 138.9, 132.8, 131.5, 129.6, 128.2, 127.4, HRMS (EI) Calcd for C 13 H 11 NO (M + ) , Found

31 (28) 3-aminobenzophenone (T6-14) m.p o C (lit. 10 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ7.79 ( d, J = 7.6 Hz, 2 H ), 7.58 ( t, J = 7.6 Hz, 1 H ), 7.46 ( t, J = 7.6 Hz, 2 H ), 7.22 ( t, J = 8.0 Hz, 1 H ), 7.13 ( d, J = 7.2 Hz, 2 H ), 6.87 ( d, J = 8.8 Hz, 1 H ), 3.75 ( br, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 197.1, 146.6, 138.7, 137.8, 132.4, 130.1, 129.1, 128.3, 120.6, 119.1, HRMS (EI) Calcd for C 13 H 11 NO (M + ) , Found

32 (29) 2-aminobenzophenone (T6-15) m.p o C (lit. 11 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.64 ( d, J = 7.2 Hz, 2 H ), 7.51 ( t, J = 7.6 Hz, 1 H ), ( m, 3 H ), 7.27 ( t, J = 8.4 Hz, 1 H ), 6.72 ( d, J = 8.4 Hz, 1 H ), 6.58 ( t, J = 8.0 Hz, 1 H ), 6.01 (br, 2H). 13 C NMR ( 100 MHz, CDCl 3 ) δ 199.2, 150.9, 140.2, 134.7, 134.3, 131.1, 129.2, 128.2, 118.2, 117.1, HRMS (EI) Calcd for C 13 H 11 NO (M + ) , Found

33 (30) 2-benzoylthiophene (T6-17) m.p o C (lit. 11 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 7.85 ( t, J = 7.6 Hz, 2 H ), 7.72 ( d, J = 5.6 Hz, 1 H ), 7.65 ( d, J = 4.8 Hz, 1 H ), 7.58 ( t, J = 7.2 Hz, 1 H ), 7.49 ( t, J = 7.2 Hz, 2 H ), 7.15 ( t, J = 4.8 Hz, 1 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 188.3, 143.6, 138.2, 134.9, 134.3, 132.3, 129.2, 128.5, HRMS (EI) Calcd for C 11 H 8 OS (M + ) , Found

34 (31) Phenyl(pyrimidin-5-yl)methanone (T6-18) m.p o C (lit. 10 mp C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 8.24 ( s, 2 H ), 8.11 ( s, 1 H ), 7.80 ( d, J = 7.6 Hz, 2 H ), 7.67 ( t, J = 7.6 Hz, 1 H ), 7.56 ( d, J = 7.6 Hz, 2 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 193.7, 139.5, 135.8, 133.7, 131.6, 130.1, 125.6, 124.0, HRMS (EI) Calcd for C 11 H 8 N 2 O (M + ) , Found

35 (32) Oxybenzone m.p o C (lit. 12 mp 66 C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ ( s, 1 H ), ( m, 2 H ), 7.65 ( t, J = 7.2 Hz, 1 H ), ( m, 3 H ), 6.51 ( d, J = 2.4 Hz, 1 H ), 6.40 ( dd, J = 9.2 Hz, 2.4 Hz, 1 H ), 3.85 ( s, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 200.0, 166.4, 166.2, 138.3, 135.3, 131.5, 128.9, 128.3, 113.1, 107.4, 101.4, HRMS (EI) Calcd for C 14 H 12 O 3 (M + ) , Found

36 (33) Ketoprofen m.p o C (lit. 13 mp 94 C); 1 H NMR ( 400 MHz, CDCl 3, TMS ) δ 9.89 ( s, 1 H ), ( m, 3 H ), 7.68 ( d, J = 7.6 Hz, 1 H ), ( m, 2 H ), ( m, 3 H ), 3.82 ( q, J = 7.2 Hz, 1 H ), 1.55 ( d, J = 7.2 Hz, 3 H ). 13 C NMR ( 100 MHz, CDCl 3 ) δ 196.6, 180.2, 140.1, 137.9, 137.4, 132.6, 131.7, 130.1, 129.4, 129.3, 128.6, 128.3, 45.2, HRMS (EI) Calcd for C 16 H 14 O 3 (M + ) , Found

37 Reference 1. Qin, W.; Yasuike, S.; Kakusawa, N.; Kurita, J. J. Organomet. Chem. 2008, 693(17), Liu, G.; Cai, M. Catal. Commun. 2007, 8(3), Rao, M. L. N.; Venkatesh, V.; Banerjee, D. Tetrahedron 2007, 63(52), Jin, T.-S.; Yang, M.-N.; Feng, G.-L.; Li, T.-S. Synth. Commun. 2004, 34(3), Clark, M. T.; Hendley, E. C.; Neville, O. K. J. Am. Chem. Soc. 1955, 77, Yi, W.-B.; Cai, C. J. Fluor. Chem. 2005, 126, Fuson, R. C.; McKusick, B. C.; Mills, J. J. Org. Chem. 1946, 11, Barbour, A. K.; Buxton, M. W.; Coe, P. L.; Stephens, R.; Tatlow, J. C. J. Chem. Soc. 1961, Maerten, E.; Sauthier, M.; Mortreux, A.; Castanet, Y. Tetrahedron 2006, 63(3), 682.

38 10. Ebert, G. W.; Rieke, R. D. J. Org. Chem. 1988, 53, Cai, M.; Zheng, G.; Zha, L.; Peng, J. Eur. J. Org. Chem. 2009, (10), Jeon, H.-K.; Sarma, S. N.; Kim, Y.-J.; Ryu, J.-C. Toxicology 2008, 248(10), Aziz, H.-Y.; Eslam. P.; Mohammad, D.-J. Bull. Korean Chem. Soc. 2008, 29(4), 833.

A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes

A 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 περισσότερα

Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic acids with the assistance of isocyanide

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 περισσότερα

Copper-Catalyzed Oxidative Dehydrogenative N-N Bond. Formation for the Synthesis of N,N -Diarylindazol-3-ones

Copper-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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Direct 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 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 περισσότερα

Direct Transformation of Ethylarenes into Primary Aromatic Amides with N-Bromosuccinimide and I 2 -aq NH 3

Direct 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 περισσότερα

Supporting Information

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 περισσότερα

Metal-free Oxidative Coupling of Amines with Sodium Sulfinates: A Mild Access to Sulfonamides

Metal-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 περισσότερα

Rh(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 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 περισσότερα

Supporting Information. Experimental section

Supporting 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 περισσότερα

and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol

and 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 περισσότερα

Electronic Supplementary Information

Electronic 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 περισσότερα

Supporting information

Supporting 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 περισσότερα

Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes

Lewis 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 περισσότερα

Free 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. 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 περισσότερα

ESI 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. 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 περισσότερα

Supporting Information One-Pot Approach to Chiral Chromenes via Enantioselective Organocatalytic Domino Oxa-Michael-Aldol Reaction

Supporting 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 περισσότερα

Novel 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. 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Vilsmeier Haack reagent-promoted formyloxylation of α-chloro-narylacetamides

Vilsmeier 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 περισσότερα

Supporting 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 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 περισσότερα

Hiyama 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 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information for

Supporting Information for Supporting Information for Palladium-Catalyzed C-H Bond Functionalization of C6-Arylpurines Hai-Ming Guo,* Wei-Hao Rao, Hong-Ying iu, Li-Li Jiang, Ge ng, Jia-Jia Jin, Xi-ing Yang, and Gui-Rong Qu* College

Διαβάστε περισσότερα

Enantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes

Enantioselective 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 περισσότερα

Iodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via double C(sp 2 )-H thiolation

Iodine-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 περισσότερα

Supporting Information. Experimental section

Supporting 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 περισσότερα

Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem Click reaction/cu-catalyzed D-homo rearrangement

Synthesis 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 περισσότερα

Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran

Site-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 περισσότερα

9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer catalysts

9-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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Highly enantioselective cascade synthesis of spiropyrazolones. Supporting Information. NMR spectra and HPLC traces

Highly 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 περισσότερα

Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3- Oxyfluorination and 1,3-Difluorination

Fluorinative 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

gem-dichloroalkenes for the Construction of 3-Arylchromones

gem-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 περισσότερα

Supplementary 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%. 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Regioselectivity in the Stille coupling reactions of 3,5- dibromo-2-pyrone.

Regioselectivity 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 περισσότερα

Supporting information

Supporting 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 περισσότερα

Supplementary information

Supplementary 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 περισσότερα

Bishwajit Saikia*, Preeti Rekha Boruah, Abdul Aziz Ali and Diganta Sarma. Contents

Bishwajit Saikia*, Preeti Rekha Boruah, Abdul Aziz Ali and Diganta Sarma. Contents Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Supporting Information On-water organic synthesis: A green, highly efficient, low cost and

Διαβάστε περισσότερα

Ligand-free Cu(II)-mediated aerobic oxidations of aldehyde. hydrazones leading to N,N -diacylhydrazines and 1,3,4-oxadiazoles

Ligand-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 περισσότερα

Supporting Information for

Supporting 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 περισσότερα

Room Temperature Highly Diastereoselective Zn-Mediated. Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled

Room 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006

Supporting 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Electronic Supplementary Information (ESI)

Electronic 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

Divergent synthesis of various iminocyclitols from D-ribose

Divergent 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 περισσότερα

The N,S-Bidentate Ligand Assisted Pd-Catalyzed C(sp 2 )-H. Carbonylation using Langlois Reagent as CO Source. Supporting Information.

The 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 περισσότερα

Rhodium-Catalyzed Oxidative Decarbonylative Heck-type Coupling of Aromatic Aldehydes with Terminal Alkenes

Rhodium-Catalyzed Oxidative Decarbonylative Heck-type Coupling of Aromatic Aldehydes with Terminal Alkenes Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Electronic Supplementary Information Rhodium-Catalyzed Oxidative Decarbonylative Heck-type

Διαβάστε περισσότερα

Supporting Information for Synthesis of Fused N-Heterocycles via Tandem C-H Activation

Supporting Information for Synthesis of Fused N-Heterocycles via Tandem C-H Activation This journal is The Royal Society of Chemistry 212 Supporting Information for Synthesis of Fused -Heterocycles via Tandem C-H Activation Ge Meng, Hong-Ying iu, Gui-Rong Qu, John S. Fossey, Jian-Ping Li,*

Διαβάστε περισσότερα

Supplementary Data. Engineering, Nanjing University, Nanjing , P. R. China;

Supplementary 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 περισσότερα

Supporting 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 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 περισσότερα

Copper-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. 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

D-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical and experimental study

D-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 περισσότερα

Supporting 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 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 περισσότερα

Copper-Catalyzed Oxidative Coupling of Acids with Alkanes Involving Dehydrogenation: Facile Access to Allylic Esters and Alkylalkenes

Copper-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 περισσότερα

Pd Catalyzed Carbonylation for the Construction of Tertiary and

Pd 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 περισσότερα

Synthesis and evaluation of novel aza-caged Garcinia xanthones

Synthesis 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 περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information A Convenient and Efficient Synthesis of Glycals by Zinc Nanoparticles

Διαβάστε περισσότερα

Supporting Information. Table of Contents. II. Experimental procedures. II. Copies of 1H and 13C NMR spectra for all compounds

Supporting 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 περισσότερα

Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias Beller, and Xiao-Feng Wu*

Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias Beller, and Xiao-Feng Wu* Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 204 Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias Beller, and Xiao-Feng

Διαβάστε περισσότερα

Supporting Information

Supporting 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

Oxyhalogenation of thiols and disulfides into sulfonyl chlorides/ bromides in water using oxone-kx(x= Cl or Br)

Oxyhalogenation 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 περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Modular Synthesis of Propargylamine Modified Cyclodextrins by a Gold(III)-catalyzed Three Component

Διαβάστε περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting 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 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 περισσότερα

Facile 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* 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 περισσότερα

Acylative Suzuki coupling of amides: Acyl-nitrogen activation via synergy of independently modifiable activating groups

Acylative 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 περισσότερα

Supporting 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. 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 περισσότερα

The Free Internet Journal for Organic Chemistry

The 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 περισσότερα

First DMAP-mediated direct conversion of Morita Baylis. Hillman alcohols into γ-ketoallylphosphonates: Synthesis of

First 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 περισσότερα

SUPPORTING INFORMATION. Transition Metal-Free Arylations of In-Situ Generated Sulfenates with Diaryliodonium Salts

SUPPORTING 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 περισσότερα

Supplementary Material

Supplementary 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 περισσότερα

Aminofluorination of Fluorinated Alkenes

Aminofluorination 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 περισσότερα

Supporting Information

Supporting Information Supporting Information Metal-catalyzed Stereoselective and Protecting-group-free Synthesis of 1,2-cis-Glycosides Using 4,6-Dimethoxy-1,3,5-triazin-2-yl Glycosides as Glycosyl Donors Tomonari Tanaka,* 1

Διαβάστε περισσότερα

Chiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic Aminations. Minyang Zhuang and Haifeng Du*

Chiral 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 περισσότερα

Experimental procedure

Experimental 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting information

Supporting information Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 204 Supporting information Palladium nanoparticles supported on triazine functionalised mesoporous

Διαβάστε περισσότερα

Selective mono reduction of bisphosphine

Selective 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 περισσότερα

Zuxiao Zhang, Xiaojun Tang and William R. Dolbier, Jr.* Department of Chemistry, University of Florida, Gainesville, FL

Zuxiao 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 περισσότερα

Supporting Information

Supporting Information S1 Supporting Information Benzannulation from Alkyne without tallic Catalysts at Room Temperature to 100 o C Tienan Jin,* Fan Yang and Yoshinori Yamamoto* Department of Chemistry, Graduate School of Science,

Διαβάστε περισσότερα

Copper-Catalyzed Direct Acyloxylation of C(sp 2 ) H Bonds. in Aromatic Amides

Copper-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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate

Tributylphosphine-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 περισσότερα

Supporting Information

Supporting 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 περισσότερα

Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids using - Dichlorodiphenylmethane

Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids using - Dichlorodiphenylmethane Supporting Information Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids using - Dichlorodiphenylmethane Chang-Hee Lee,, Soo-Min Lee,, Byul-Hana Min, Dong-Su Kim, Chul-Ho

Διαβάστε περισσότερα

Supporting Information For

Supporting 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 περισσότερα

Supporting information

Supporting information Supporting information Synthesis of Aryl Sulfides: Metal-Free C H Sulfenylation of Electron-Rich Arenes Thomas Hostier, a Vincent Ferey, b Gino Ricci, c Domingo Gomez Pardo a and Janine Cossy*, a a Laboratoire

Διαβάστε περισσότερα

Aluminium-mediated Aromatic C F Bond Activation: Regioswitchable Construction of Benzene-fused Triphenylene. Frameworks

Aluminium-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 περισσότερα

multicomponent synthesis of 5-amino-4-

multicomponent synthesis of 5-amino-4- Supporting Informartion for Molecular iodine-catalyzed one-pot multicomponent synthesis of 5-amino-4- (arylselanyl)-1h-pyrazoles Camila S. Pires 1, Daniela H. de Oliveira 1, Maria R. B. Pontel 1, Jean

Διαβάστε περισσότερα

Supporting Information. Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles

Supporting 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 περισσότερα

Supporting Information. Direct Heptafluoroisopropylation of Arylboronic Acids via. Hexafluoropropene (HFP)

Supporting Information. Direct Heptafluoroisopropylation of Arylboronic Acids via. Hexafluoropropene (HFP) Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Supporting Information Direct Heptafluoroisopropylation of Arylboronic Acids via Hexafluoropropene

Διαβάστε περισσότερα