Basic Cleavages of Arylsulfonamides1

E Negishi, AR Day

Index: Negishi,E.; Day,A.R. Journal of Organic Chemistry, 1965 , vol. 30, p. 43 - 48

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Citation Number: 10

Abstract

The basic cleavage of sulfonamides, in contrast with carboxaniides, is a difficult reaction. Only in recent years have a few moderately useful methods of basic cleavage been devised. Arylsulfonamides of some secondary amines have been successfully cleaved with sodium isoamoxide at 1.50-200'. 3b The proposed mechanism irivolved a direct attack of the base at the sulfur atom with the replacement of the aiiiino group. No example of basic cleavage ...