5,10-二氢-二苯并[b,e][1,4]二氮杂卓-11-酮合成路线 （共 43 条）
反应条件
1: potassium permanganate; water / 8 h / |Reflux
2: palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C
3: sodium nitrite; hydrogenchloride; potassium iodide / dichloromethane / 4 h / 0 - 20 °C
4: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C
5: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux
6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation
View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C
2: sodium nitrite; hydrogenchloride; potassium iodide / dichloromethane / 4 h / 0 - 20 °C
3: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C
4: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux
5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation
View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C
2: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux
3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation
View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: dichloromethane / 1 h / 20 °C
2: nitric acid; acetic acid / 0.5 h / 0 °C
3: hydrogenchloride / water / 2 h / |Reflux
4: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C
5: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux
6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation
View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: nitric acid; acetic acid / 0.5 h / 0 °C
2: hydrogenchloride / water / 2 h / |Reflux
3: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C
4: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux
5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation
View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: tris-(dibenzylideneacetone)dipalladium(0); cyclohexyl BrettPhos; potassium carbonate / tert-butyl alcohol / 5 h / 100 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); ammonia; caesium carbonate; [2'-(di-tert-butyl-phosphanyl)-biphenyl-2-yl]-dimethyl-amine / 1,4-dioxane / 6 h / 120 °C / Inert atmosphere; Molecular sieve
View Scheme
参考文献
Tsvelikhovsky, Dmitry; Buchwald, Stephen L.
Journal of the American Chemical Society, 2011 , vol. 133, # 36 p. 14228 - 14231
反应条件
1: tris-(dibenzylideneacetone)dipalladium(0); cyclohexyl BrettPhos; potassium carbonate / tert-butyl alcohol / 5 h / 100 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); ammonia; caesium carbonate; [2'-(di-tert-butyl-phosphanyl)-biphenyl-2-yl]-dimethyl-amine / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere; Molecular sieve
View Scheme
参考文献
Tsvelikhovsky, Dmitry; Buchwald, Stephen L.
Journal of the American Chemical Society, 2011 , vol. 133, # 36 p. 14228 - 14231
反应条件
1: tris-(dibenzylideneacetone)dipalladium(0); cyclohexyl BrettPhos; potassium carbonate / tert-butyl alcohol / 5 h / 100 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); ammonia; caesium carbonate; [2'-(di-tert-butyl-phosphanyl)-biphenyl-2-yl]-dimethyl-amine / 1,4-dioxane / 6 h / 120 °C / Inert atmosphere; Molecular sieve
View Scheme
参考文献
Tsvelikhovsky, Dmitry; Buchwald, Stephen L.
Journal of the American Chemical Society, 2011 , vol. 133, # 36 p. 14228 - 14231
反应条件
in acetic acid
Heating;
参考文献
Bunce, Richard A.; Schammerhorn, James E.
Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 4 p. 1031 - 1035
反应条件
1: tin (II)-chloride; hydrogen chloride; diethyl ether
2: 200 °C / 10 Torr
View Scheme
参考文献
Linnell; Perkin
Journal of the Chemical Society, 1924 , vol. 125, p. 2459
