Synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines by palladium catalyzed amidation of 2-chloro-3-amino-heterocycles

Adam J. Rosenberg, Jinbo Zhao, Daniel A. Clark

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

A facile synthesis of imidazo[4,5-b]pyridines and-pyrazines is described using a Pd-catalyzed amide coupling reaction. This reaction provides quick access to products with substitution at N1 and C2. A model system relevant to the natural product pentosidine has been demonstrated, as well as the total synthesis of the mutagen 1-Me-5-PhIP.

Original languageEnglish (US)
Pages (from-to)1764-1767
Number of pages4
JournalOrganic Letters
Volume14
Issue number7
DOIs
StatePublished - Apr 6 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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