Organic Photochemistry. III. Photo-reductive Cleavage of p-Toluenesulfonamides

Abstract

Photolysis of an aqueous ethanolic solution of p-toluenesulfonamide (IId-f, IIIe-h, IVc-d and Vd-f) and Na₂CO₃ in the presence of NaBH₄ was found to give the corres-ponding free amine (IIa-c, IIIa-d, IVa-b and Va-c) in moderate yield. The mechanistic pathway of this reaction was deduced.