6-溴-2,2-二甲基-2H-苯并吡喃合成路线 (共 20 条)
反应条件
acetic acid; 3,4,5-trimethoxyphenylboronic acid in toluene
16 h; Heating;
参考文献
Chauder, Brian A.; Lopes, Claudio C.; Lopes, Rosangela S. C.; Da Silva, Alcides J. M.; Snieckus, Victor
Synthesis, 1998 , # 3 p. 279 - 282
反应条件
1: potassium carbonate; sodium iodide / acetone / 72 h / 70 °C / |Inert atmosphere
2: N,N-dimethyl-aniline / 4 h / 200 °C / |Inert atmosphere
View Scheme
参考文献
Dai, Wen; Li, Jun; Li, Guosong; Yang, Hua; Wang, Lianyue; Gao, Shuang
Organic Letters, 2013 , vol. 15, # 16 p. 4138 - 4141
反应条件
toluene-4-sulfonic acid in toluene
4.5 h; Heating; Yield given;
参考文献
Buckle, Derek R.; Arch, Jonathon R. S.; Fenwick, Ashley E.; Houge-Frydrych, Catherine S. V.; Pinto, Ivan L.; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 11 p. 3028 - 3034
反应条件
1: 60 percent / piperidine / benzene / 16 h / Heating
2: 61 percent / dimethylformamide / 24 h / Heating
3: 79 percent / KBH4 / methanol / 1.) 0 deg C, 30 min, 2.) RT, 30 min
4: 4-toluenesulfonic acid / toluene / 4.5 h / Heating
View Scheme
参考文献
Buckle, Derek R.; Arch, Jonathon R. S.; Fenwick, Ashley E.; Houge-Frydrych, Catherine S. V.; Pinto, Ivan L.; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 11 p. 3028 - 3034
反应条件
1: 61 percent / dimethylformamide / 24 h / Heating
2: 79 percent / KBH4 / methanol / 1.) 0 deg C, 30 min, 2.) RT, 30 min
3: 4-toluenesulfonic acid / toluene / 4.5 h / Heating
View Scheme
参考文献
Buckle, Derek R.; Arch, Jonathon R. S.; Fenwick, Ashley E.; Houge-Frydrych, Catherine S. V.; Pinto, Ivan L.; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 11 p. 3028 - 3034
反应条件
1: 79 percent / KBH4 / methanol / 1.) 0 deg C, 30 min, 2.) RT, 30 min
2: 4-toluenesulfonic acid / toluene / 4.5 h / Heating
View Scheme
参考文献
Buckle, Derek R.; Arch, Jonathon R. S.; Fenwick, Ashley E.; Houge-Frydrych, Catherine S. V.; Pinto, Ivan L.; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 11 p. 3028 - 3034
反应条件
RhCl3 hydrate; 1,3-bis-(diphenylphosphino)propane in diethylene glycol dimethyl ether
16 h; Inert atmosphereReflux;
参考文献
Broehmer, Manuel C.; Volz, Nicole; Braese, Stefan
Synlett, 2009 , # 9 p. 1383 - 1386
反应条件
1: sodium borohydride / methanol
2: 89 percent / potassium hydrogen sulfate / 100 - 125 °C / 10 Torr
View Scheme
参考文献
Clayton, Stephen E.; Guinot, Stephane G.R.; Hepworth, John D.; Wainwright, Mark
Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 2 p. 263 - 269
反应条件
in tetrahydrofuran; diethyl ether
T=-10°C; 1 h; other coumarins, other organometallic educts; var. solvents, temperatures and reaction time;
参考文献
Alberola, Angel; Calvo, Blanca; Gonzalez-Ortega, Alfonso; Lopez, Cristina; Villafane, Fernando
Heterocycles, 1994 , vol. 38, # 4 p. 819 - 832
反应条件
n-butyllithium; water
1.) hexane, ether, RT, 1 h; Multistep reaction;
参考文献
Alberola, Angel; Calvo, Blanca; Gonzalez-Ortega, Alfonso; Lopez, Cristina; Villafane, Fernando
Heterocycles, 1994 , vol. 38, # 4 p. 819 - 832