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Abstract
A variety of S-aminosulfonium mesitylenesulfonates, R 1R 2S +NH 2·X −, were prepared in high yields by the reaction of sulfides with O-mesitylenesulfonylhydroxylamine (MSH). The thermal stability of the derived sulfilimines was examined. Reaction of allyl sulfides with MSH afforded directly the salts of allylamines in good yields, presumably via [2,3]-sigmatropic rearrangement of unisolable allylsulfilimines followed by SN bond cleavage. The reactions of disulfides and thioketone with MSH are also described.
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