A facile synthesis of gem-difluorinated heterocyclic compounds using anodic fluorination of 2-cyano-1-methylpyrrole as a key step

Toshiki Tajima, Toshio Fuchigami

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Anodic fluorination of 2-cyano-1-methylpyrrole 1 using Et3N·5HF in an undivided cell provided 5,5-difluoro-1-methyl-3-pyrrolin-2-one (5a). The Diels-Alder reaction of 5a with various dienes was successfully carried out to provide gem-difluorinated heterocyclic compounds in excellent yields.

Original languageEnglish
Pages (from-to)2597-2600
Number of pages4
JournalSynthesis
Issue number17
DOIs
Publication statusPublished - 2002 Jan 1
Externally publishedYes

Keywords

  • 5,5-difluoro-1-methyl-3-pyrroline-2-one
  • Anodic fluorination
  • Diels-Alder reaction
  • Dienes
  • gem-difluoromethylenes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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