4.7 Article

Copper( II)-Catalyzed Aerobic Oxidative Coupling between Chalcone and 2-Aminopyridine via C HAmination:AnExpedientSynthesis of 3-AroylimidazoACHTUNGTRENUNG[ 1,2-a] pyridines

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 5, Pages 1105-1112

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300900

Keywords

aerobic oxidative amination; 3-aroylimidazo[1; 2-a]pyridines; chalcones; copper(II) acetate; regioselectivity

Funding

  1. DST, Govt. of India [SR/S5/GC-05/2010]
  2. CSIR
  3. UGC

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A simple and efficient protocol has been developed for the synthesis of 3-aroylimidazopyridines via copper(II) acetate-catalyzed aerobic oxidative amination. A library of 3-aroylimidazopyridines was synthesized from readily accessible chalcones and 2-aminopyridines with high yields and regioselectivity. The reaction proceeds through a tandem Michael addition followed by an intramolecular oxidative amination. The successful application of this methodology for a gram-scale reaction indicates its potential for bulk synthesis.

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