Efficient one-pot synthetic protocols for iminosugar-bearing imidazo[1,2-a]pyridines from carbohydrates |
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Authors: | Lal Dhar S Yadav Chhama Awasthi |
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Institution: | Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211 002, India |
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Abstract: | This letter describes two unprecedented one-pot high yielding synthetic approaches to imidazo1,2-a]pyridine scaffolds from carbohydrates. The first approach involves microwave-assisted acid-catalyzed domino reactions of unprotected d-glucose/d-xylose with ammonium acetate and benzoin to afford polyhydroxy iminosugar-bearing tetrahydroimidazo1,2-a]pyridines. In the second approach, polyhydroxy iminosugar-bearing tetrahydrobenzimidazo1,2-a]pyridines were synthesized by using unprotected d-glucose/d-xylose and 1,2-diamines in the presence of 10 mol % of oxalic acid under solvent-free microwave irradiation conditions. |
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Keywords: | Carbohydrates Acid-catalyzed Microwave Solvent-free Imidazo[1 2-a]pyridines Iminosugars |
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