4.7 Article

Synthesis of Imidazo[1,2-a]pyridines: Water-Mediated Hydroamination and Silver-Catalyzed Aminooxygenation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 3, Pages 1266-1272

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3025303

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Funding

  1. UGC
  2. CSIR-New Delhi, India
  3. DST, Govt. India [SR/S1/OC-13/2011]
  4. CSIR-CSMCRI

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Aqueous syntheses of methylimidazo[1,2-a]pyridines without any deliberate addition of catalyst are reported. Imidazo[1,2-a]pyrazine and imidazo[2,1-a]isoquinoline were also obtained in good yields under similar conditions. With acetonitrile as solvent, Ag-catalyzed intra-molecular aminooxygenation produced imidazo[1,2-a]pyridine-3-carbaldehydes in moderate to good yields.

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