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Communication | Regular issue | Vol 24, No. 4, 1986, pp.919-922
Published online, 1st January, 1970
DOI: 10.3987/R-1986-04-0919
Photochemical Transformation of 2-Naphthyl-1,2-benzisothiazolinones

Nobumasa Kamigata,* Hirokazu Iizuka, and Michio Kobayashi

*Department of Chemistry, Faculty of Science, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan

Abstract

Photochemical reaction of 2-naphthyl-1,2-benzisothiazol-3(2H)-ones in benzene under argon gives ring-expansion isomer, benzonaphthothiazepinone, probably via homolytic cleavage of the S-N bond and intramolecular recombination of the biradical, followed by the hydrogen shift to regeneration of an aromatic ring.