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 ...
