3-苯基-5,6-苯并香豆素合成路线 (共 14 条)
反应条件
(5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; triethylamine in ethyl acetate
T=80°C; 4 h; Inert atmosphereMolecular sieve;
参考文献
Jiang, Yuansong; Chen, Wanzhi; Lu, Weimin
Tetrahedron, 2013 , vol. 69, # 18 p. 3669 - 3676
反应条件
tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate in dichloromethane; water
T=20°C;
参考文献
Lee, Ji-Woong; List, Benjamin
Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248
反应条件
1: oxalyl dichloride / benzene / 24 h / 20 °C
2: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 °C
View Scheme
参考文献
Lee, Ji-Woong; List, Benjamin
Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248
反应条件
1.1: sodium hydride / dimethyl sulfoxide / 1 h / 0 °C / |Inert atmosphere
1.2: 3 h / 20 °C / |Inert atmosphere
2.1: hydrogenchloride / water; chloroform / 3 h / 20 °C / |Inert atmosphere
3.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / |Inert atmosphere
4.1: triethylamine; (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / ethyl acetate / 4 h / 80 °C / |Inert atmosphere; |Molecular sieve
View Scheme
参考文献
Jiang, Yuansong; Chen, Wanzhi; Lu, Weimin
Tetrahedron, 2013 , vol. 69, # 18 p. 3669 - 3676
反应条件
1: hydrogenchloride / water; chloroform / 3 h / 20 °C / |Inert atmosphere
2: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / |Inert atmosphere
3: triethylamine; (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / ethyl acetate / 4 h / 80 °C / |Inert atmosphere; |Molecular sieve
View Scheme
参考文献
Jiang, Yuansong; Chen, Wanzhi; Lu, Weimin
Tetrahedron, 2013 , vol. 69, # 18 p. 3669 - 3676
反应条件
1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / |Inert atmosphere
2: triethylamine; (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / ethyl acetate / 4 h / 80 °C / |Inert atmosphere; |Molecular sieve
View Scheme
参考文献
Jiang, Yuansong; Chen, Wanzhi; Lu, Weimin
Tetrahedron, 2013 , vol. 69, # 18 p. 3669 - 3676
反应条件
1: L-proline; N-chloro-succinimide / dichloromethane / 3 h / 0 - 20 °C / |Inert atmosphere
2: triethylamine; (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / ethyl acetate / 4 h / 80 °C / |Inert atmosphere; |Molecular sieve
View Scheme
参考文献
Jiang, Yuansong; Chen, Wanzhi; Lu, Weimin
Tetrahedron, 2013 , vol. 69, # 18 p. 3669 - 3676
反应条件
hydrogenchloride; zinc(II) chloride
T=-10°C;
参考文献
Badhwar; Venkataraman
Journal of the Chemical Society, 1932 , p. 2420,2422
反应条件
in diphenylether
16 h; Heating;
参考文献
Kamat, Shrivallabh P.; D'Souza, Asha M.; Paknikar, Shashikumar K.; Beauchamp, Philip S.
Journal of Chemical Research - Part S, 2002 , # 5 p. 242 - 246
反应条件
trichlorophosphate
1.) 0 deg C, 2.) 60 deg C, 3 h; Yield given. Multistep reaction;
参考文献
Phadke, Chetan P.; Kelkar, Shriniwas L.; Wadia, Murzban S.
Synthetic Communications, 1984 , vol. 14, # 5 p. 407 - 412