Preparation of 3-substituted and 2,3-disubstituted-4,4,4-trifluoro-2-butenoic acids-Perkin condensation of activated aromatic ketones

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Abstract

The Perkin reaction of the activated aromatic ketones (2,2,2-trifluoroacetophenone and its 4′-phenyl-derivative) with various condensing agents (acetic anhydride, propionic anhydride, phenylacetic acid/acetic anhydride) gives the title compounds in good or moderate yields, and high E-stereoselectivity. For some derivatives an appreciable amount of the Z isomer was also formed. Several of the resulting butenoic acids and their methyl esters are synthesised and characterised for the first time.

Original languageEnglish
Pages (from-to)850-853
Number of pages4
JournalJournal of Fluorine Chemistry
Volume127
Issue number7
DOIs
Publication statusPublished - Jul 1 2006

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Keywords

  • Perkin condensation
  • Stereoisomers
  • Trifluoro-activated aromatic ketones

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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