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  • Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine.

Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine.

Chemical communications (Cambridge, England) (2013-07-19)
Jian Zheng, Ji Cai, Jin-Hong Lin, Yong Guo, Ji-Chang Xiao
ABSTRACT

A key intermediate, difluoromethylene phosphobetaine, in the Wittig reaction of ClCF2CO2Na-Ph3P with aldehydes was synthesized and characterized, which confirmed the reaction mechanism. The decarboxylation of this stable intermediate was a convenient approach for Wittig difluroolefination. Its reactivity could be adjusted by the modification of the substituent on the phosphorus.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Triphenyl phosphate, ≥99%
Sigma-Aldrich
Sodium chlorodifluoroacetate, 96%
Supelco
Triphenyl phosphate, analytical standard