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Wittiggem-difluoroolefination of aldehydes with difluoromethyltriphenylphosphonium bromide

Authors
Journal
Journal of Fluorine Chemistry
0022-1139
Publisher
Elsevier
Volume
163
Identifiers
DOI: 10.1016/j.jfluchem.2014.04.011
Keywords
  • Wittig Reaction
  • Gem-Difluoroolefination
  • Aldehydes
  • Difluoromethyltriphenylphosphine Bromide
Disciplines
  • Earth Science

Abstract

Abstract Wittig reaction of aldehydes with difluoromethyltriphenylphosphonium bromide leading to gem-difluoroolefins in moderate yields is described. The reaction displays a good substrate scope including aryl, heteroaryl and α,β-unsaturated aldehydes. Difluoromethyltriphenylphosphonium bromide could be easily prepared and stored for a long time under air atmosphere. The salt exhibits high thermal stability demonstrated by thermogravimetric analysis. Its structure was confirmed by NMR spectroscopy and single crystal X-ray analysis.

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