苯并[B]噻吩-3-甲醛合成路线 (共 27 条)
反应条件
copper(l) iodide; potassium iodide; N-methyl-2-(methylamino)ethylamine in toluene T=110°C; Rosenmund-von Braun reaction; 24 h;
参考文献
MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Patent: WO2004/13094 A2, 2004 ;
Location in patent: Page 47 ;
反应条件
1: N-methyl-N-formyl-aniline With diphosphoric acid tetrachloride T=0°C; 0.5 h; 2: benzo[b]thiophene in N,N-dimethyl-formamide T=100°C; Vilsmeier-Haack reaction; 13 h; 3: With ammonia; iodine in tetrahydrofuran; water; N,N-dimethyl-formamide T=20°C; 3 h; regioselective reaction;
参考文献
Tetrahedron, , vol. 68, # 24 p. 4588 - 4595
反应条件
bromine; triphenylphosphine; zinc; palladium on activated charcoal in dimethyl amine T=115°C; 8 h;
参考文献
Hatsuda, Masanori; Seki, Masahiko
Tetrahedron, 2005 , vol. 61, # 41 p. 9908 - 9917
反应条件
1,1'-bis-(diphenylphosphino)ferrocene; palladium 10 on activated carbon; zinc(II) formiate dihydrate in N,N-dimethyl acetamide T=105°C; 12 h; Inert atmosphere;
参考文献
Yu, Hannah; Richey, Rachel N.; Miller, William D.; Xu, Jiansheng; May, Scott A.
Journal of Organic Chemistry, 2011 , vol. 76, # 2 p. 665 - 668
反应条件
1: 3-bromo-benzo[b]-thiophene With magnesium; lithium chloride in tetrahydrofuran T=20°C; Inert atmosphere; 2: N-cyano-N-phenyl-p-methylbenzenesulfonamide in tetrahydrofuran T=0 - 20°C; Inert atmosphere;
参考文献
Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias
Chemistry - A European Journal, 2011 , vol. 17, # 15 p. 4217 - 4222
反应条件
dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium; sodium carbonate in 1-methyl-pyrrolidin-2-one T=140°C; 24 h; Inert atmosphere;
参考文献
Gerber, Roman; Oberholzer, Miriam; Frech, Christian M.
Chemistry - A European Journal, 2012 , vol. 18, # 10 p. 2978 - 2986
反应条件
in tetrahydrofuran T=0°C; 2.25 h; Inert atmosphere;
参考文献
Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias
Chemistry - A European Journal, 2010 , vol. 16, # 16 p. 4725 - 4728
反应条件
ferrous acetate in 1,2-dichloro-ethane T=70°C; 48 h; Inert atmosphereSealed tube; regioselective reaction;
参考文献
Angewandte Chemie - International Edition, , vol. 53, # 8 p. 2186 - 2189
Angew. Chem., , vol. 53, # 8 p. 2218 - 2221,4
反应条件
1: 1,3-dibromo-5,5-dimethyl-hydantoin / tetrachloromethane / 4 h / 20 °C / |Irradiation 2: ammonium hydroxide; iodine / 4 h / 20 - 60 °C View Scheme
参考文献
Organic Letters, , vol. 15, # 16 p. 4194 - 4197
反应条件
ammonium hydroxide; iodine T=20 - 60°C; 4 h;
参考文献
Tsuchiya, Daisuke; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo
Organic Letters, 2013 , vol. 15, # 16 p. 4194 - 4197