4-溴-5-甲基噻吩-2-硼酸合成路线 (共 11 条)
反应条件
1: With n-butyllithium in tetrahydrofuran T=-78°C; Inert atmosphere; 2: With tri-isopropoxy-borane in tetrahydrofuran T=-78 - 20°C; 1 h; Inert atmosphere; 3: With water Inert atmosphere;
参考文献
Polyakova, Svetlana M.; Belov, Vladimir N.; Bossi, Mariano L.; Hell, Stefan W.
European Journal of Organic Chemistry, 2011 , # 18 p. 3301 - 3312
反应条件
CH3(CH2)3Li in diethyl ether; hexane (under N2); soln. of CH3(CH2)3Li in hexane added to ether soln. of ligand at -78°C, stirred for 30 min, B-compound added, warmed to room temp., aq. HCl added; extd. with aq. NaOH, neutralized with aq. HCl, residue washed, filtered,dried;
参考文献
Pu, Shouzhi; Liu, Gang; Li, Guizhen; Wang, Ruji; Yang, Tianshe
Journal of Molecular Structure, 2007 , vol. 833, # 1-3 p. 23 - 29
反应条件
1.1: 81.2 percent / Br2 / acetic acid / 0 °C 2.1: n-BuLi / diethyl ether; hexane / 0.5 h / -78 °C 2.2: 85.5 percent / boric acid tributyl ester / diethyl ether; hexane / -78 - 20 °C View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 85, # 1 p. 12 - 20
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in tetrahydrofuran; water Suzuki coupling; Heating;
参考文献
Liu, Gang; Liu, Ming; Pu, Shouzhi; Fan, Congbin; Cui, Shiqiang
Dyes and Pigments, 2012 , vol. 95, # 3 p. 553 - 562,10
反应条件
sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; water 20 h; Heating;
参考文献
Samachetty, Hema D.; Lemieux, Vincent; Branda, Neil R.
Tetrahedron, 2008 , vol. 64, # 36 p. 8292 - 8300
反应条件
1.1: 13.3 g / aq. Na2CO3 / Pd(PPh3)4 / hexane; tetrahydrofuran / 4.5 h / Heating 2.1: 96 percent / p-toluenesulfonic acid monohydrate / benzene / 7 h / Heating 3.1: nBuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: 76 percent / hexane; tetrahydrofuran / 6 h / -78 °C 4.1: 98 percent / pyridinium tosylate; water / acetone / 16 h / Heating View Scheme
参考文献
Yamamoto, Satoshi; Matsuda, Kenji; Irie, Masahiro
Chemistry - A European Journal, 2003 , vol. 9, # 20 p. 4878 - 4886
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in tetrahydrofuran; water
Heating;
参考文献
Pu, Shouzhi; Yang, Tianshe; Xu, Jingkun; Shen, Liang; Li, Guizhen; Xiao, Qiang; Chen, Bing
Tetrahedron, 2005 , vol. 61, # 27 p. 6623 - 6629
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in tetrahydrofuran; water
T=70°C; 16 h;
参考文献
Yang, Tianshe; Pu, Shouzhi; Fan, Congbin; Liu, Gang
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2008 , vol. 70, # 5 p. 1065 - 1072
反应条件
1: 13.3 g / aq. Na2CO3 / Pd(PPh3)4 / hexane; tetrahydrofuran / 4.5 h / Heating
2: 96 percent / p-toluenesulfonic acid monohydrate / benzene / 7 h / Heating
View Scheme
参考文献
Wang, Renjie; Pu, Shouzhi; Liu, Gang; Cui, Shiqiang
Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 1018 - 1026
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in tetrahydrofuran; water
Suzuki coupling; 15 h; Reflux;
参考文献
Liu, Gang; Pu, Shouzhi; Wang, Xiaomei; Liu, Weijun; Yang, Tianshe
Dyes and Pigments, 2011 , vol. 90, # 1 p. 71 - 81