4-溴-1,2-亚甲二氧基苯合成路线 (共 128 条)
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With magnesium in tetrahydrofuran
T=20°C; 1 h;
2: oxalic acid diethyl ester in tetrahydrofuran
T=-78 - -10°C; 1 h;
参考文献
Shirai, Tomohiko; Ito, Hajime; Yamamoto, Yasunori
Angewandte Chemie - International Edition, 2014 , vol. 53, # 10 p. 2658 - 2661
Angew. Chem., 2014 , vol. 126, # 10 p. 2696 - 2699,4
反应条件
potassium carbonate; i-Pr2NPPh2; palladium diacetate in tetrahydrofuran
T=65°C; 12 h;
参考文献
Zhang, Weiwei; Wu, Huayue; Liu, Zhiqing; Zhong, Ping; Zhang, Lin; Huang, Xiaobo; Cheng, Jiang
Chemical Communications, 2006 , # 46 p. 4826 - 4828
反应条件
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium carbonate in tetrahydrofuran; water
T=80°C; Suzuki-Miyaura Coupling; 48 h; Inert atmosphereSealed tube;
参考文献
St. Denis, Jeffrey D.; Scully, Conor C. G.; Lee, C. Frank; Yudin, Andrei K.
Organic Letters, 2014 , vol. 16, # 5 p. 1338 - 1341
反应条件
potassium phosphate; tetrabutylammomium bromide; palladium diacetate in ethanol
T=20°C; Suzuki cross-coupling reaction; 10 h;
参考文献
Deng, Yijian; Gong, Liuzhu; Mi, Aiqiao; Liu, Hui; Jiang, Yaozhong
Synthesis, 2003 , # 3 p. 337 - 339
反应条件
sodium carbonate; tris[(perfluoroalkyl)phenyl]phosphane palladium in methanol
T=75°C; Suzuki coupling; 2 h;
参考文献
Schneider, Siegfried; Bannwarth, Willi
Helvetica Chimica Acta, 2001 , vol. 84, # 3 p. 735 - 742
反应条件
1: triallyl(4-methoxyphenyl)silane With tetrabutyl ammonium fluoride in water; dimethyl sulfoxide
T=20°C; 1 h;
2: 1,2-methylenedioxy-4-bromobenzene With tri-cyclo-hexyl-phosphine; palladium dichloride in water; dimethyl sulfoxide
T=80°C; 3 h;
参考文献
Sahoo, Akhila K.; Oda, Takuro; Nakao, Yoshiaki; Hiyama, Tamejiro
Advanced Synthesis and Catalysis, 2004 , vol. 346, # 13-15 p. 1715 - 1727
反应条件
1.1: tert.-butyl lithium / diethyl ether / -78 °C / |Inert atmosphere
1.2: 20 °C / |Inert atmosphere
2.1: acetic acid / 1 h / 118 °C
View Scheme
参考文献
Rono, Lydia J.; Yayla, Hatice G.; Wang, David Y.; Armstrong, Michael F.; Knowles, Robert R.
Journal of the American Chemical Society, 2013 , vol. 135, # 47 p. 17735 - 17738
反应条件
n-butyllithium
1) in hexane, tetrahydrofuran, -78 deg C, 5 min 2) 0.5 h, -78 deg C, then -10 deg C; Yield given. Multistep reaction. Further byproducts given. Title compound not separated from byproducts;
参考文献
Sanghvi, Y. S.; Dabral, V.; Bhat, K. S.; Rao, A. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 1 p. 12 - 14
反应条件
n-butyllithium
1) in hexane, tetrahydrofuran, -78 deg C, 5 min 2) 0.5 h, -78 deg C, then -10 deg C; Multistep reaction. Further byproducts given. Title compound not separated from byproducts;
参考文献
Sanghvi, Y. S.; Dabral, V.; Bhat, K. S.; Rao, A. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 1 p. 12 - 14
反应条件
iodine; silver trifluoroacetate in dichloromethane
10 h;
参考文献
Chang, Hsu-Kai; Datta, Swarup; Das, Arindam; Odedra, Arjan; Liu, Rai-Shung
Angewandte Chemie - International Edition, 2007 , vol. 46, # 25 p. 4744 - 4747