Article ID Journal Published Year Pages File Type
5272349 Tetrahedron Letters 2009 4 Pages PDF
Abstract

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.

Graphical abstractA simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives using zinc and acetic acid as a reducing agent, and acyl chloride and triethylamine as the acylating agent is described with an application to manzamine alkaloids.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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