A Green and Novel Method for the Synthesis of 4,4‐Difluoro‐3‐oxo‐2‐(triphenylphosphoranylidene) δ‐Lactones by Reformatsky Reaction | Zendy

Ibrayim Saidalimu | Zendy; Fang Xiang | Zendy; Zhang Dong | Zendy; Liu Lu | Zendy; Wu Fanhong | Zendy

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

Author(s) -

Ibrayim Saidalimu,

Fang Xiang,

Zhang Dong,

Liu Lu,

Wu Fanhong

Publication year - 2011

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201180445

Subject(s) - chemistry , reformatsky reaction , tetrahydrofuran , sodium hydroxide , aqueous medium , organic chemistry , aqueous solution , medicinal chemistry , solvent

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 α , α ‐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 ‐di?uoromethylenated 2‐triphenylphosphoranylidene δ ‐lactones in excellent yields.

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