Beneficial effect of carboxylic acid additives on the Pd-catalyzed intramolecular N-arylation of 2-amino-3-(2-chlorophenylsulfonyl)pyrroles

Perounsack X. Moon, Chad E. Stephens

Research output: Contribution to journalArticle

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Abstract

Carboxylic acid additives have been shown to significantly improve the yield of the Pd-catalyzed intramolecular N-arylation of 2-aminopyrroles containing a 2-chlorophenylsulfonyl group at the 3-position to give a novel tricyclic ring system. Pivalic and phenylacetic acid provided the best yield enhancement, while acetic acid showed moderate enhancement. Other acids showed limited to no enhancement or even a detrimental effect on the reaction.

Original languageEnglish (US)
Pages (from-to)6226-6229
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number46
DOIs
StatePublished - Nov 13 2013

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Keywords

  • 2-Aminopyrrole
  • Buchwald-Hartwig reaction
  • Carboxylic acid additive
  • Intramolecular
  • N-arylation
  • Pyrrolo[3,2-b]benzo[1,4]thiazine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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