Tetrahedron Letters

TiCl 4-promoted direct N-acylation of sulfonamide with carboxylic ester

S Fu, X Lian, T Ma, W Chen, M Zheng, W Zeng

Index: Fu, Shaomin; Lian, Xiaoyan; Ma, Tongmei; Chen, Wenhua; Zheng, Meifang; Zeng, Wei Tetrahedron Letters, 2010 , vol. 51, # 44 p. 5834 - 5837

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Citation Number: 16

Abstract

Several Lewis acids were investigated as promoters in the intermolecular or intramolecular direct N-acylation reaction of sulfonamides using carboxylic ester as an acylating agent. TiCl4 was found to possess the highest activity and enhanced efficiently sulfonamide to form N-acylsulfonamides under optimized conditions. This method provides a novel approach to make N-acylsulfonamides from ester via an easy work-up procedure.