5-溴-2,2′-联噻吩合成路线 (共 42 条)
反应条件
1: 2-(5-bromothienyl)-2-thiophene With n-butyllithium in tetrahydrofuran T=-78°C; Inert atmosphere; 2: With indium(III) chloride in tetrahydrofuran T=-78 - 20°C; Inert atmosphere; 3: 2,5-dibromothiophene With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in tetrahydrofuran T=80°C; 12 h; Inert atmosphere;
参考文献
Montserrat Martinez; Pena-Lopez, Miguel; Sestelo, Jose Perez; Sarandeses, Luis A.
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 19 p. 3892 - 3898
反应条件
1: copper(l) iodide; sodium iodide; N-methyl-2-(methylamino)ethylamine / 105 °C 2: copper(l) iodide; Pd2(PPh3)2Cl2; triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere 3: potassium fluoride / methanol / 16 h / 20 °C 4: Na2S*9H2O; potassium hydroxide / methanol / 2 h / 120 °C / Microwave irradiation View Scheme
参考文献
Urselmann, Dominik; Antovic, Dragutin; Mueller, Thomas J. J.
Beilstein Journal of Organic Chemistry, 2011 , vol. 7, art. no. 7, p. 1499 - 1503
反应条件
tetra-(n-butyl)ammonium iodide; zinc; NiCl2((PPh3)P)2 in tetrahydrofuran T=50°C; 2 h;
参考文献
Yui, Koji; Aso, Yoshio; Otsubo, Tetsuo; Ogura, Fumio
Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1539 - 1546
反应条件
n-butyllithium; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; diisobutylaluminium hydride 1.) hexane, THF, r.t., 30 min, 2.) r.t., 3 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Effenberger, Franz; Wuerthner, Frank; Steybe, Felix
Journal of Organic Chemistry, 1995 , vol. 60, # 7 p. 2082 - 2091
反应条件
1: 2-(5-bromothienyl)-2-thiophene With magnesium in diethyl ether Inert atmosphereSchlenk technique; 2: 2,3,5-tribromothiophene With bis-triphenylphosphine-palladium(II) chloride in diethyl ether 40 h; Inert atmosphereSchlenk techniqueReflux;
参考文献
Yamaguchi, Isao; Tsuse, Yukako
Journal of Polymer Science, Part A: Polymer Chemistry, 2014 , vol. 52, # 4 p. 481 - 492
反应条件
in toluene T=70°C; 168 h;
参考文献
Chavez, Carlos A.; Choi, Jinwoo; Nesterov, Evgueni E.
Macromolecules, 2014 , vol. 47, # 2 p. 506 - 516
反应条件
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Effenberger, Franz; Wuerthner, Frank; Steybe, Felix
Journal of Organic Chemistry, 1995 , vol. 60, # 7 p. 2082 - 2091
反应条件
1: 66 percent / NiCl2, Zn, Ph3P / dimethylformamide / 5 h / 60 - 70 °C 2: 51 percent / NBS, AcOH / CHCl3 / Heating 3: 18 percent / NiCl2, Zn, Ph3P / dimethylformamide / 5 h / 75 - 80 °C View Scheme
参考文献
Heterocycles, , vol. 26, # 7 p. 1793 - 1796
反应条件
1.1: magnesium / tetrahydrofuran / Inert atmosphere; Reflux 1.3: Cooling with ice 2.1: sodium tetrahydroborate; methanol / Inert atmosphere View Scheme
参考文献
Deng, Huayun; Fang, Ye; He, Mingqian; Hu, Haibei; Niu, Weijun; Sun, Haiyan
Patent: US2012/22116 A1, 2012 ;
反应条件
1: With magnesium in tetrahydrofuran T=20°C; 2: With boric acid trimethyl ester in tetrahydrofuran T=-65°C; 1 h; Further stages.;
参考文献
Katagiri, Toshifumi; Ota, Satoshi; Ohira, Takayuki; Yamao, Takeshi; Hotta, Shu
Journal of Heterocyclic Chemistry, 2007 , vol. 44, # 4 p. 853 - 862