Affiliation: | a Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan b Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan c Chemical Analysis Center, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan |
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. |