Abstract

The N-acylation of sulfonamides with carboxylic acid anhydrides in the presence of Lewis acids is described. Several Lewis acids such as BF 3·Et 2O, ZnCl 2, MoCl 5, TiCl 4, B(C 6F 5) 3, Sc(OTf) 3 and I 2 were found to catalyze the reaction efficiently to furnish the N-acylated products in good yields under solvent-free conditions. The reactions of various sulfonamides were studied with different carboxylic acid anhydrides including the less reactive benzoic and pivalic anhydrides, in the presence of 3 mol % ZnCl 2 as the catalyst. Carboxylic acids were also successfully used as acylating agents via the mixed anhydride method.

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