2,2'-联噻吩-5-硼酸频哪醇酯合成路线 （共 15 条）
反应条件
1: 2-(thien-2-yl)thiophene With n-butyllithium in tetrahydrofuran T=-78 - 20°C; 1.58333 h; Inert atmosphere; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane T=-78 - 20°C;
参考文献
Haid, Stefan; Marszalek, Magdalena; Mishra, Amaresh; Wielopolski, Mateusz; Teuscher, Joel; Moser, Jacques-E.; Humphry-Baker, Robin; Zakeeruddin, Shaik M.; Graetzel, Michael; Baeuerle, Peter
Advanced Functional Materials, 2012 , vol. 22, # 6 p. 1291 - 1302
反应条件
1: 2-(thien-2-yl)thiophene With AlCl3, aluminium chloride; boron trichloride in dichloromethane T=20°C; 18 h; 2: 2,3-dimethylbutane-2,3-diol With triethylamine T=20°C; 0.5 h;
参考文献
THE UNIVERSITY OF MANCHESTER; INGLESON, Michael James
Patent: WO2012/25760 A1, 2012 ;
Location in patent: Page/Page column 47 ;
反应条件
1: 2-(5-bromothienyl)-2-thiophene With n-butyllithium in tetrahydrofuran T=-78 - 20°C; 1 h; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran T=-78°C; 12 h;
参考文献
GYEONGSANG NATIONAL UNIVERSITY INDUSTRIAL AND ACADEMIC COLLABORATION FOUNDATION
Patent: WO2008/120839 A1, 2008 ;
Location in patent: Page/Page column 42-43 ;
反应条件
thien-2-yl bromide; tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=100°C; Stille Cross Coupling; 0.333333 h; Microwave irradiation;
参考文献
Heinrich, Annika C. J.; Thiedemann, Birk; Gates, Paul J.; Staubitz, Anne
Organic Letters, 2013 , vol. 15, # 18 p. 4666 - 4669
反应条件
1: 2-(thien-2-yl)thiophene With n-butyllithium in tetrahydrofuran T=-78 - 20°C; 4 h; 2: With boric acid trimethyl ester in tetrahydrofuran 2 h; 3: 2,3-dimethylbutane-2,3-diol in tetrahydrofuran 12 h; Further stages.;
参考文献
Melucci, Manuela; Barbarella, Giovanna; Sotgiu, Giovanna
Journal of Organic Chemistry, 2002 , vol. 67, # 25 p. 8877 - 8884
反应条件
AlCl3; 2,6-lutidine 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
1.1: methyllithium / tetrahydrofuran; diethyl ether / 2.17 h / -100 - -78 °C 1.2: -78 - 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); thien-2-yl bromide / N,N-dimethyl-formamide / 0.33 h / 100 °C / |Microwave irradiation View Scheme
参考文献
Heinrich, Annika C. J.; Thiedemann, Birk; Gates, Paul J.; Staubitz, Anne
Organic Letters, 2013 , vol. 15, # 18 p. 4666 - 4669
反应条件
1.1: hexane / 55 - 60 °C 2.1: methyllithium / tetrahydrofuran; diethyl ether / 2.17 h / -100 - -78 °C 2.2: -78 - 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0); thien-2-yl bromide / N,N-dimethyl-formamide / 0.33 h / 100 °C / |Microwave irradiation View Scheme
参考文献
Heinrich, Annika C. J.; Thiedemann, Birk; Gates, Paul J.; Staubitz, Anne
Organic Letters, 2013 , vol. 15, # 18 p. 4666 - 4669
反应条件
1: 2,6-dimethylpyridine; AlCl3, aluminium chloride; boron trichloride / dichloromethane / 18 h / 20 °C / Inert atmosphere 2: triethylamine / 0.5 h / 20 °C / Inert atmosphere View Scheme
参考文献
Bagutski, Viktor; Del Grosso, Alessandro; Carrillo, Josue Ayuso; Cade, Ian A.; Helm, Matthew D.; Lawson, James R.; Singleton, Paul J.; Solomon, Sophia A.; Marcelli, Tommaso; Ingleson, Michael J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 474 - 487
反应条件
triethylamine T=20°C; 0.5 h; Inert atmosphere;
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
