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

Darapaneni Chandra Mohan, Sadu Nageswara Rao and Subbarayappa Adimurthy*

*Central Salt & Marine Chemicals Research Institute, Council of Scientific & Industrial Research, G.B. Marg, Bhavnagar-364 002, Gujarat, India, Email: adimurthycsmcri.org

D. C. Mohan, S. N. Rao, S. Adimurthy, J. Org. Chem., 2013, 78, 1266-1272.

DOI: 10.1021/jo3025303


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Abstract

An aqueous synthesis gives methylimidazo[1,2-a]pyridines, imidazo[1,2-a]pyrazines, and imidazo[2,1-a]isoquinolines without any deliberate addition of catalyst. Using acetonitrile as solvent, Ag-catalyzed intramolecular aminooxygenation produced imidazo[1,2-a]pyridine-3-carbaldehydes in good yields.

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Key Words

Imidazo[1,2-a]pyridines, Green Chemistry


ID: J42-Y2013-0380