M. Katohgi et al., 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, TETRAHEDRON, 55(52), 1999, pp. 14885-14900
Various N-alkylsaccharins were easily prepared in moderate to good yields b
y the reaction of N-alkyl(o-methyl)arenesulfonamides with (diacetoxyiodo)be
nzene in the presence of iodine under irradiation with a tungsten lamp (W-h
nu). On the other hand, irradiation of N-alkyl](o-methyl)arenesulfonamide
derivatives bearing various substituents on the aromatic ring with a high-p
ressure mercury lamp (Hg-h nu), in the presence of (diacetoxyiodo)benzene a
nd iodine gave the corresponding N-alkyl-1,2-benzisothiazoline-3-one-1-oxid
e derivatives in moderate yields, together with N-alkyl-1,2-benzisothiazoli
ne-3-one-1,1-dioxide (saccharin) derivatives. (C) 1999 Elsevier Science Ltd
. All rights reserved.