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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

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