Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
The Reaction of N-Imidoylsulfimides with Carbon Disulfide
Hiroshi YoshidaTsuyoshi OgataSaburo Inokawa
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1977 Volume 50 Issue 12 Pages 3302-3304

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Abstract

The reaction of S,S-diphenyl- and S,S-dimethyl-N-imidoylsulfimides (1 and 2) with carbon disulfide was studied. 1 yielded nitrile, isothiocyanate, diphenyl sulfide, and sulfur, whereas 2 gave N-thiocarbonyl-S,S-dimethylsulfimide together with isothiocyanate. Kinetic studies indicate that the reaction proceeds via a [2+2]cycloaddition mechnism, as is shown by the small effects of the solvents and the substitutent on the rate.

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