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

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...

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Published in中国化学：英文版 Vol. 29; no. 12; pp. 2713 - 2716
Main Author 赛达力木 方向 张栋 刘璐 吴范宏
Format Journal Article
LanguageEnglish
Published 2011
Subjects
Reformatsky
三苯基膦
二氟
内酯
反应
合成
氧代
羰基化合物
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Summary: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.
Bibliography: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.
31-1547/O6
aqueous medium, 4-bromo-4,4-difluoro-3-oxo-2-（triphenylphosphoranylidene）butanoate, Reformatsky reaction, indium
ISSN:1001-604X
1614-7065