4-(9H-咔唑-9-基)-N-苯基苯胺合成路线 (共 10 条)
反应条件
sodium t-butanolate; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) in toluene
T=80°C; 6 h;
参考文献
SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Patent: WO2007/7885 A1, 2007 ;
Location in patent: Page/Page column 44-45 ;
反应条件
1: potassium phosphate; trans-1,2diaminocyclohexane / copper(l) iodide / 1,4-dioxane / 20 h / 100 °C
2: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 8 h / 80 °C
View Scheme
参考文献
Idemitsu Kosan Co., Ltd.
Patent: EP2364980 A1, 2011 ;
反应条件
palladium diacetate; caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in toluene
T=110°C; Buchwald-Hartwig Coupling; 6 h; Inert atmosphere;
参考文献
Hung, Tran Quang; Thang, Ngo Ngoc; Hoang, Do Huy; Dang, Tuan Thanh; Villinger, Alexander; Langer, Peter
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 16 p. 2596 - 2605
反应条件
1: potassium phosphate; trans-1,2diaminocyclohexane / copper(l) iodide / 1,4-dioxane / 20 h / 100 °C
2: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 8 h / 80 °C
View Scheme
参考文献
Idemitsu Kosan Co., Ltd.
Patent: EP2364980 A1, 2011 ;
反应条件
1: potassium carbonate; N,N'-dimethyl-N,N'-propyleneurea; 18-crown-6 ether / copper(l) iodide / 6 h / 180 °C / Inert atmosphere
2: sodium t-butanolate; tri-tert-butyl phosphine / bis(dibenzylideneacetone)-palladium(0) / toluene; hexane / 6 h / 80 °C / Inert atmosphere
View Scheme
参考文献
Semiconductor Energy Laboratory Co., Ltd.
Patent: US8288012 B2, 2012 ;
反应条件
1.1: tris-(dibenzylideneacetone)dipalladium(0); 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; potassium phosphate / toluene / 5 h / 100 °C / |Inert atmosphere
2.1: boron tribromide / dichloromethane / -78 - 20 °C
2.2: |Cooling with ice
3.1: pyridine / dichloromethane / 3 h / 0 °C / |Inert atmosphere
4.1: 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; caesium carbonate; palladium diacetate / toluene / 6 h / 110 °C / |Inert atmosphere
View Scheme
参考文献
Hung, Tran Quang; Thang, Ngo Ngoc; Hoang, Do Huy; Dang, Tuan Thanh; Villinger, Alexander; Langer, Peter
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 16 p. 2596 - 2605
反应条件
1.1: pyridine / dichloromethane / 3 h / 0 °C / |Inert atmosphere
2.1: tris-(dibenzylideneacetone)dipalladium(0); 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; potassium phosphate / toluene / 5 h / 100 °C / |Inert atmosphere
3.1: boron tribromide / dichloromethane / -78 - 20 °C
3.2: |Cooling with ice
4.1: pyridine / dichloromethane / 3 h / 0 °C / |Inert atmosphere
5.1: 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; caesium carbonate; palladium diacetate / toluene / 6 h / 110 °C / |Inert atmosphere
View Scheme
参考文献
Hung, Tran Quang; Thang, Ngo Ngoc; Hoang, Do Huy; Dang, Tuan Thanh; Villinger, Alexander; Langer, Peter
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 16 p. 2596 - 2605
反应条件
1: pyridine / dichloromethane / 3 h / 0 °C / |Inert atmosphere
2: 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; caesium carbonate; palladium diacetate / toluene / 6 h / 110 °C / |Inert atmosphere
View Scheme
参考文献
Hung, Tran Quang; Thang, Ngo Ngoc; Hoang, Do Huy; Dang, Tuan Thanh; Villinger, Alexander; Langer, Peter
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 16 p. 2596 - 2605
反应条件
in acetonitrile
48 h; Photolysis;
参考文献
Kung, Andrew C.; McIlroy, Sean P.; Falvey, Daniel E.
Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5283 - 5290
反应条件
in acetonitrile
Kinetics;
参考文献
Kung, Andrew C.; McIlroy, Sean P.; Falvey, Daniel E.
Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5283 - 5290