Issue 68, 2013
From the journal:

Chemical Communications

Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine†‡

Jian Zheng,§a   Ji Cai,§a   Jin-Hong Lin,a   Yong Guoa  and  Ji-Chang Xiao*a  

* Corresponding authors

a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: jchxiao@sioc.ac.cn
Fax: +86-21-6416-6128
Tel: +86-21-5492-5430

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.

Graphical abstract: Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine

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Article information

DOI
https://doi.org/10.1039/C3CC44271C
Article type
Communication
Submitted
06 Jun 2013
Accepted
26 Jun 2013
First published
27 Jun 2013

Chem. Commun., 2013,49, 7513-7515

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Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine

J. Zheng, J. Cai, J. Lin, Y. Guo and J. Xiao, Chem. Commun., 2013, 49, 7513 DOI: 10.1039/C3CC44271C

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