6-溴苯并[d][1,3]二氧代-5-羧酸合成路线 （共 26 条）
反应条件
sodium hydride
1) DMF, 2) 25 deg C, 12 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Cassels, Bruce K.; Radetski, Claudemir; Rezende, Marcos Caroli
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, # 10 p. 448 - 450
反应条件
sodium hydride
1) DMF, 2) 25 deg C, 12 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Cassels, Bruce K.; Radetski, Claudemir; Rezende, Marcos Caroli
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, # 10 p. 448 - 450
参考文献
Yamaguchi
Nippon Kagaku Zasshi, 1956 , vol. 77, p. 513
Chem.Abstr., 1958 , p. 9014
反应条件
auch unter Zusatz von Dibenzoylperoxid;
参考文献
Yamaguchi
Nippon Kagaku Zasshi, 1956 , vol. 77, p. 513
Chem.Abstr., 1958 , p. 9014
反应条件
1: (COCl)2; DMF / tetrahydrofuran / 3 h / Heating
2: 3.12 g / Et3N / tetrahydrofuran / 3 h / 20 °C
3: 84 percent / NaH / dimethylformamide / 5 h / 20 °C
4: 89 percent / Ag2CO3; p(o-Tol)3 / Pd(OAc)2 / dimethylformamide / 0.5 h / Heating
5: LAH / tetrahydrofuran / 3 h / 20 °C
6: 38 mg / aq. HCl / 1 h / 80 °C
View Scheme
参考文献
Harayama, Takashi; Akamatsu, Hisashi; Okamura, Kana; Miyagoe, Taeko; Akiyama, Toshihiko; Abe, Hitoshi; Takeuchi, Yasuo
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 5 p. 523 - 528
反应条件
sodium methylate; copper
2) reflux, 18 h; Yield given. Multistep reaction;
参考文献
Hutchings, Richard H.; Meyers
Journal of Organic Chemistry, 1996 , vol. 61, # 3 p. 1004 - 1013
反应条件
n-butyllithium
1) 2h, -100 deg C, 2) THF, 30 min, -100 deg C and 20 h, room temperature; Yield given. Multistep reaction;
参考文献
Parham; Bradsher; Edgar
Journal of Organic Chemistry, 1981 , vol. 46, # 6 p. 1057 - 1061
反应条件
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2.92 h / 0 - 80 °C / |Inert atmosphere
2.1: triethylamine / dichloromethane / 0.08 h / 0 °C / |Inert atmosphere
2.2: 0 - 20 °C / |Inert atmosphere
View Scheme
参考文献
De, Subhadip; Ghosh, Santanu; Bhunia, Subhajit; Sheikh, Javeed Ahmad; Bisai, Alakesh
Organic Letters, 2012 , vol. 14, # 17 p. 4466 - 4469
反应条件
1: thionyl chloride / diethyl ether / 1 h / 0 - 5 °C
2: ammonium hydroxide / 2 h / 0 - 20 °C
View Scheme
参考文献
Praveen, Chandrasekaran; Dheenkumar; Perumal
Journal of Chemical Sciences, 2013 , vol. 125, # 1 p. 71 - 83
参考文献
Bradley, J. C.; Durst, T.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5459 - 5462
