Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine

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 react...

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Published inChemical communications (Cambridge, England) Vol. 49; no. 68; pp. 7513 - 7515
Main Authors Zheng, Jian, Cai, Ji, Lin, Jin-Hong, Guo, Yong, Xiao, Ji-Chang
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2013
Subjects
Acetates - chemical synthesis
Acetates - chemistry
aldehydes
Aldehydes - chemistry
Chemistry
Chemistry, Multidisciplinary
Decarboxylation
Models, Molecular
Molecular Structure
Organophosphates - chemistry
Organophosphorus Compounds - chemical synthesis
Organophosphorus Compounds - chemistry
phosphorus
Physical Sciences
reaction mechanisms
Science & Technology
1,1-DIFLUORO OLEFINS
KETONES
DIFLUOROVINYL
CARBON
INHIBITORS
CONCISE SYNTHESIS
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c3cc44271c