5-己基噻吩-2-硼酸频那醇酯合成路线 (共 9 条)
反应条件
1: 2-bromo-5-n-hexylthiophene With n-butyllithium in tetrahydrofuran T=-70°C; 0.75 h; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran T=25°C; 18 h;
参考文献
UTI LIMITED PARTNERSHIP; BERLINGUETTE, Curtis; BOMBEN, Paolo
Patent: WO2012/155247 A1, 2012 ;
Location in patent: Page/Page column 76 ;
反应条件
1: 2-(1-hexyl)thiophene With n-butyllithium in tetrahydrofuran; hexane T=-78 - 0°C; Inert atmosphere; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexane T=-78 - 20°C; 3 h; Inert atmosphere;
参考文献
Wu, Kuan-Lin; Li, Cheng-Hsuan; Chi, Yun; Clifford, John N.; Cabau, Lydia; Palomares, Emilio; Cheng, Yi-Ming; Pan, Hsiao-An; Chou, Pi-Tai
Journal of the American Chemical Society, 2012 , vol. 134, # 17 p. 7488 - 7496
反应条件
1: 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane With bis(η4-1,5-cyclooctadiene)-di-μ-methoxy-diiridium(I); 4,4'-di-tert-butyl-2,2'-dipyridyl in hexane T=20°C; 0.0833333 h; Inert atmosphere; 2: 2-(1-hexyl)thiophene in hexane T=50°C; Inert atmosphere;
参考文献
Gorodetsky, Alon A.; Chiu, Chien-Yang; Schiros, Theanne; Palma, Matteo; Cox, Marshall; Jia, Zhang; Sattler, Wesley; Kymissis, Ioannis; Steigerwald, Michael; Nuckolls, Colin
Angewandte Chemie - International Edition, 2010 , vol. 49, # 43 p. 7909 - 7912
反应条件
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in N,N-dimethyl-formamide T=80°C; Inert atmosphere;
参考文献
Lee, Che-Hsiung; Plunkett, Kyle N.
Organic Letters, 2013 , vol. 15, # 6 p. 1202 - 1205
反应条件
AlCl3; Me2NTol in dichloromethane 1:1 mixt. of BCl3 and AlCl, pinacol (2.3-3.0 equiv.) and lutidine (15 equiv.) for 18 h;
参考文献
Del Grosso, Alessandro; Helm, Matthew D.; Solomon, Sophia A.; Caras-Quintero, Dolores; Ingleson, Michael J.
Chemical Communications, 2011 , vol. 47, # 46 p. 12459 - 12461
反应条件
1: N-bromosuccinmide / N,N-dimethyl-formamide / 0.5 h / 0 °C / |Inert atmosphere 2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 15, # 6 p. 1202 - 1205
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / |Inert atmosphere 1.2: 12 h / -78 - 20 °C / |Inert atmosphere 2.1: N-bromosuccinmide / N,N-dimethyl-formamide / 0.5 h / 0 °C / |Inert atmosphere 3.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 15, # 6 p. 1202 - 1205
反应条件
tetrakis(triphenylphosphine) palladium(0); potassium carbonate in tetrahydrofuran; water 40 h; Reflux;
参考文献
UTI LIMITED PARTNERSHIP; BERLINGUETTE, Curtis; BOMBEN, Paolo
Patent: WO2012/155247 A1, 2012 ;
Location in patent: Page/Page column 77 ;
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran 24 h; RefluxInert atmosphere;
参考文献
WO2010/12710 A1, ;
Page/Page column 18 ;