4.6 Article

One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a] pyridines

Journal

RSC ADVANCES
Volume 5, Issue 5, Pages 3670-3677

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra13056a

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Funding

  1. Council of Scientific and Industrial Research (CSIR), New Delhi [02(0115)/13/EMR-II]
  2. Department of Science and Technology, New Delhi [DST-FIST] [CSI-174/2008]
  3. CSIR, New Delhi
  4. UGC, New Delhi

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A facile synthesis of 3-aroylimidazo[1,2-a] pyridine derivatives has been achieved through the one-pot, three-component tandem reaction of acetophenones, arylaldehydes and 2-aminopyridines in the presence of a catalytic amount of copper(II) chloride and air as the sole oxidant. The developed one-pot method is atom-economical and utilizes readily available precursors to offer highly functionalized N-fused imidazoles in moderate to good yields (26-82%). The presented tandem process is expected to proceed via crossed aldol condensation, Michael addition, copper catalyzed oxidative cyclization and subsequent aromatization.

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