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

1 Citation (Scopus)

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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Pyrroles
Carboxylic Acids
Acetic Acid
Acids
phenylacetic acid

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

Cite this

Beneficial effect of carboxylic acid additives on the Pd-catalyzed intramolecular N-arylation of 2-amino-3-(2-chlorophenylsulfonyl)pyrroles. / Moon, Perounsack X.; Stephens, Chad E.

In: Tetrahedron Letters, Vol. 54, No. 46, 13.11.2013, p. 6226-6229.

Research output: Contribution to journalArticle

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