Chemical Communications 2013-09-04

Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine.

Jian Zheng, Ji Cai, Jin-Hong Lin, Yong Guo, Ji-Chang Xiao

Index: Chem. Commun. (Camb.) 49(68) , 7513-5, (2013)

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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.

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