Studies on 3-Substituted 1, 2-Benzisoxazole Derivatives. VII. Catalytic Reduction of 3-Sulfamoylmethyl-1, 2-benzisoxazole and Reactions of the Resulting Products

Abstract

Hydrogenation of 3-sulfamoylmethyl-1, 2-benzisoxazole (1) gave ω-sulfamoyl-2-hydroxyacetophenone (3) and its imide (2). Treatment of 3 with acid afforded a new route to 1, 2-benzoxathiin-4 (3H)-one-2, 2-dioxide (5). The oxime of 3 (4) was recyclized to provide 1, 2-benzisoxazole derivatives by treatment with acid or base. On pyrolysis 4 gave benzoxazole derivatives.