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Reductive Amidation of Nitroarenes A Practical Approach for the Amidation of Natural Products

Reductive Amidation of Nitroarenes A Practical Approach for the Amidation of Natural Products

Tetrahedron Letters 50(27): 3901-3904

A simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives has been developed. Zinc and acetic acid are utilized as a reducing agent, and acyl chloride and triethylamine are used as the acylating agent in DMF with good yield (∼60%) of the amide. This method was applicable to manzamine A (1), where the yield of 6-cyclohexamidemanzamine A (7) was significantly improved (56%) by this approach relative to (17%) by beginning with the amine.

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Accession: 025358806

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DOI: 10.1016/j.tetlet.2009.04.061

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