详细信息
A Green and Novel Method for the Synthesis of 4,4-Difluoro-3- oxo-2-(triphenylphosphoranylidene) 5-Lactones by Reformatsky Reaction
A Green and Novel Method for the Synthesis of 4,4-Difluoro-3- oxo-2-(triphenylphosphoranylidene) 5-Lactones by Reformatsky Reaction
文献类型:期刊文献
中文题名:A Green and Novel Method for the Synthesis of 4,4-Difluoro-3- oxo-2-(triphenylphosphoranylidene) 5-Lactones by Reformatsky Reaction
英文题名: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[1];方向[1];张栋[1];刘璐[1];吴范宏[1,2]
机构:[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
年份:2011
卷号:29
期号:12
起止页码:2713
中文期刊名:Chinese Journal of Chemistry
外文期刊名:中国化学(英文版)
收录:CSTPCD;;Scopus;CSCD:【CSCD2011_2012】;
基金:Project supported by the National Natural Science Foundation of China (NNSFC) (Nos. 20972050, 21172148).
语种:中文
中文关键词:aqueous medium;4-bromo-4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate;Reformatsky reaction;indium
外文关键词:aqueous medium, 4-bromo-4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate, Reformatsky reaction, indium
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.
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