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Communication | Regular issue | Vol 2, No. 1, 1974, pp.39-43
Published online, 1st January, 1970
DOI: 10.3987/R-1974-01-0039
Derivatives of 1,2-Dithiole-3-thiones. III. A Novel Desulfurization of 4,5-Benzo-1,2-dithiole-3-thione Imide or Its Selemium Analogue

Seizo Tamagaki, Keishi Sakaki, and Shigeru Oae*

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


N-Benzenesulfonylimide of 4,5-benzo-1,2-dithiole-3-thione(C=35S) was thermally desulfurized to afford a corresponding 3-(N-benzenesulfonyl)imine with predominant extrusion of the exocyclic thiono sulfur atom, while with its selenium analogues, the exclusive loss of thiolo sulfur instead of exocyclic selenium atom was observed, resulting in the formation of the selenium-migrating product, i.e., 4,5-benzo-1,2-thiaselenole-3-(N-benzenesulfonyl)imine.