3-溴-2-氧代-2H-吡喃-5-羧酸甲酯合成路线 （共 11 条）
参考文献
v. Pechmann
Chemische Berichte, 1884 , vol. 17, p. 2399
Chemische Berichte, 1885 , vol. 18, p. 318
反应条件
1: ammonia 2: NaOH-solution View Scheme
参考文献
v. Pechmann
Chemische Berichte, 1884 , vol. 17, p. 2399
Chemische Berichte, 1885 , vol. 18, p. 318
反应条件
1: methyl 3-bromocoumalate; trimethylsilylethynylboronic acid pinacol ester in 1,3,5-trimethyl-benzene T=155°C; 16 h; Inert atmosphere; 2: With dihydrogen peroxide; sodium carbonate in ethanol T=20°C; 3: trifluoromethylsulfonic anhydride With N-ethyl-N,N-diisopropylamine in dichloromethane T=0 - 20°C; regioselective reaction;
参考文献
Chemical Communications, , vol. 46, # 28 p. 5154 - 5156
反应条件
1: methyl 3-bromocoumalate; trimethylsilylethynylboronic acid pinacol ester in 1,3,5-trimethyl-benzene T=155°C; 16 h; Inert atmosphere; 2: With dihydrogen peroxide; sodium carbonate in ethanol T=20°C; 3: trifluoromethylsulfonic anhydride With N-ethyl-N,N-diisopropylamine in dichloromethane T=0 - 20°C; regioselective reaction;
参考文献
Kirkham, James D.; Delaney, Patrick M.; Ellames, George J.; Row, Eleanor C.; Harrity, Joseph P. A.
Chemical Communications, 2010 , vol. 46, # 28 p. 5154 - 5156
反应条件
pyridinium tribromide in acetic acid
T=85 - 107°C; 6.5 h;
参考文献
Ashworth; Bowden; Dembofsky; Levin; Moss; Robinson; Szczur; Virica
Organic Process Research and Development, 2003 , vol. 7, # 1 p. 74 - 81
反应条件
1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 25 °C
2: acetic acid; pyridinium bromide perbromide / 6.5 h / |Reflux
View Scheme
参考文献
Ashworth; Bowden; Dembofsky; Levin; Moss; Robinson; Szczur; Virica
Organic Process Research and Development, 2003 , vol. 7, # 1 p. 74 - 81
参考文献
v. Pechmann
Chemische Berichte, 1884 , vol. 17, p. 2399
Chemische Berichte, 1885 , vol. 18, p. 318
参考文献
Feist
Chemische Berichte, 1901 , vol. 34, p. 1994
反应条件
trichloroacetic acid in toluene
4 h;
参考文献
ASTRAZENECA AB
Patent: WO2004/792 A1, 2003 ;
Location in patent: Page 16 ;
反应条件
trifluoroacetic acid; isopentyl nitrite in ethylene glycol dimethyl ether
4 h; Reflux;
参考文献
Ashworth; Bowden; Dembofsky; Levin; Moss; Robinson; Szczur; Virica
Organic Process Research and Development, 2003 , vol. 7, # 1 p. 74 - 81
