ChemInform Abstract: New Synthetic Method to 1,2-Benzisothiazoline-3-one-1,1-dioxides and 1,2-Benzisothiazoline-3-one-1-oxides from N-Alkyl(o-methyl)arenesulfonamides.

Abstract

Various N -alkylsaccharins were easily prepared in moderate to good yields by the reaction of N -alkyl( o -methyl)arenesulfonamides with (diacetoxyiodo)benzene in the presence of iodine under irradiation with a tungsten lamp (W-hν). On the other hand, irradiation of N -alkyl( o - methyl)arenesulfonamide derivatives bearing various subslituents on the aromatic ring with a high- pressure mercury lamp (Hg-hν), in the presence of (diacetoxyiodo)benzene and iodine gave the corresponding N -alkyl-1,2-benzisothiazoline-3-one-1-oxide derivatives in moderate yields, together with N -alkyl-1,2-benzisothiazoline-3-one-1,1-dioxide (saccharin) derivatives.