DMSO-Mediated Synthesis of Methylene-Bridged Unsymmetrical Bisamides in the Presence of AcOH

§ These authors contributed equally.

Abstract

A simple and efficient procedure for the synthesis of N-[(methylthio)methyl]benzamides and methylene-bridged unsymmetrical bisamides was achieved mediated by DMSO in the presence of acetic acid. DMSO plays a dual role in the transformation, as not only a solvent, but also an environmentally benign methylene source. The protocol provides new strategies for effective synthesis of unsymmetrical bisamides and avoids the use of transition-metal catalysts.

Key words

unsymmetrical bisamide - DMSO - AcOH - amide

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