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.
