Organic reactions in ionic liquids: A simple and highly regioselective N-substitution of pyrrole

Zhang-Gao Le, Zhen-Chu Chen, Yi Hu, Qinguo Zheng

Research output: Contribution to journalArticle

Abstract

In ionic liquids [Bmim][PF6] or [Bmim][BF4], pyrrole replaced the halogen atom of an alkyl halide to give the corresponding N-substituted pyrrole in excellent yield. Benzenesulfonyl chloride, p-methylbenzenesulfonyl chloride and benzoyl chloride reacted similarly with pyrroles to afford the N-substituted pyrroles in quantitative yield. Michael addition reaction of pyrrole with electrophilic olefins was completed in a highly regioselective manner to afford the N-alkylpyrroles.

Original languageEnglish
Pages (from-to)1951-1954
Number of pages4
JournalSynthesis
Volume2004
Issue number12
DOIs
Publication statusPublished - 19 Aug 2004

Keywords

  • acylation
  • alkylation
  • ionic liquids
  • pyrroles
  • substitution
  • sulfonylation

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