The Reaction of Elemental Sulfur with Organic Compounds. IV. The Reactions of N-Arenesulfonylsulfilimine and Sulfoximine with Sulfur and Diaryl Disulfide

The reactions of elemental sulfur and diaryl disulfide with the compounds bearing a semipolar S→N linkage were investigated. Elemental sulfur was found to react with N-arenesulfonylsulfilimine and sulfoximine affording the corresponding sulfide and the sulfoxide respectively. Diaryl disulfide also was found to undergo similar reactions with these compounds. In the reaction of diaryl disulfide with N-arenesulfonylsulfilimine, N,N-bis-(arylthio)arenesulfonamide was obtained as a main product besides the corresponding sulfide. The mechanisms of these reactions are discussed.