A Green and Novel Method for the Synthesis of 4,4-Difluoro-3- oxo-2-（triphenylphosphoranylidene） 5-Lactones by Reformatsky Reaction  

作　　者：赛达力木 方向 张栋 刘璐 吴范宏 

机构地区：[1]Laboratory for Advanced Material and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China [2]School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 200235, China

出　　处：《Chinese Journal of Chemistry》2011年第12期2713-2716,共4页中国化学（英文版）

基　　金：Project supported by the National Natural Science Foundation of China （NNSFC） （Nos. 20972050, 21172148）.

摘　　要：In the presence of In/CuCl, ethyl 4-bromo-4,4-difluoro-3-oxo-2-（triphenylphosphoranylidene）butanoate reacted with various aldehydes in aqueous medium at room temperature to give the a,a-difluorinated β-hydroxy carbonyl compounds. Furthermore, treating Reformatsky addition compounds with 1 equiv, of sodium hydroxide in the mixture of tetrahydrofuran and water afforded gem-difluoromethylenated 2-triphenylphosphoranylidene δ-lactones in excellent yields.In the presence of In/CuCl, ethyl 4-bromo-4,4-difluoro-3-oxo-2-（triphenylphosphoranylidene）butanoate reacted with various aldehydes in aqueous medium at room temperature to give the a,a-difluorinated β-hydroxy carbonyl compounds. Furthermore, treating Reformatsky addition compounds with 1 equiv, of sodium hydroxide in the mixture of tetrahydrofuran and water afforded gem-difluoromethylenated 2-triphenylphosphoranylidene δ-lactones in excellent yields.

关 键 词：aqueous medium 4-bromo-4 4-difluoro-3-oxo-2-（triphenylphosphoranylidene）butanoate Reformatsky reaction INDIUM 

分 类 号：TQ265.1[化学工程—有机化工] O621.3[理学—有机化学]