An improved synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines by palladium catalyzed amidation using xantphos in a 1,4-dioxane:tert-amyl alcohol solvent system

Adam J. Rosenberg, Ijaz Ahmed, Robert J. Wilson, Theresa M. Williams, Lauren Kaminsky, Daniel A. Clark

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

Herein an improved protocol for the synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines using a palladium-catalyzed amidation that utilizes Xantphos as an ancillary phosphine ligand is reported. The use of a binary solvent system comprised of 1,4-dioxane and tert-amyl alcohol was crucial in eliminating unwanted by-products.

Original languageEnglish (US)
Pages (from-to)3465-3470
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number16
DOIs
StatePublished - Nov 3 2014

Keywords

  • Nitrogen heterocycles
  • P ligands
  • Palladium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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