4.5 Article

Tandem Amination/Cycloisomerization of Aryl Propargylic Alcohols with 2-Aminopyridines as an Expedient Route to Imidazo[1,2-a]pyridines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 36, Pages 7308-7316

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101053

Keywords

Synthesis design; Medicinal chemistry; Nitrogen heterocycles; Alk-ynes; Cycloisomerization

Funding

  1. National Natural Foundation of China (NSFC) [20872019]
  2. Fudan University

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A new tandem route leading to imidazo[1,2-a]pyridines has been explored through the direct amination of aryl propargylic alcohols with 2-aminopyridines and their subsequent intramolecular cycloisomerization. A ZnCl2/CuCl system has been developed to promote this transformation, which resulted in various imidazo[1,2-a]pyridines in moderate to good yields.

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