Useful, regioflexible methods for functionalization of 1-phenylpyrrole derivatives

Ferenc Faigl, Béla Mátravölgyi, Szilvia Deák, Tamás Holczbauer, Mátyás Czugler, László Balázs, István Hermecz

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Highly regioselective mono-, di- and tribrominations of 1-[2-(trifluoromethyl)phenyl]-1H-pyrrole and several derivatives were accomplished with N-bromosuccinimide under mild conditions. Combined applications of these brominations with organometallic (e.g., bromine/lithium exchange or metalation) reactions provided a novel regioflexible route to new multifunctionalised 1-phenylpyrrole derivatives. The structures of the new products were determined by spectroscopic methods and confirmed in three cases with single crystal X-ray diffraction measurements.

Original languageEnglish
Pages (from-to)4259-4266
Number of pages8
JournalTetrahedron
Volume68
Issue number22
DOIs
Publication statusPublished - Jun 3 2012

Keywords

  • 1-Phenylpyrrole
  • Bromination
  • Carboxylic acid
  • Regioselectivity
  • X-ray crystallography

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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