Sulfide, dimethyl chlorine activator

Thus, Corey and Kim explained in 1972248 that reaction of dimethyl sulfide with chlorine yields chlorodimethylsulfonium chloride, which is precisely the same species described later249 as the activated DMSO species, generated during a Swern oxidation. 

Corey and Kim described an oxidation,6a in which activated DMSO is not generated by activation of DMSO, but by oxidation of dimethyl sulfide. Although, they described only the use of chlorine and /V-chlorosuccinimidc as dimethyl sulfide oxidants, we propose that the name Corey-Kim oxidations be applied to alcohol oxidations, in which activated DMSO is generated by oxidation of dimethyl sulfide, regardless of the oxidant employed. 

As operation with gaseous chlorine is dangerous and inconvenient, Corey Kim oxidations are normally performed by oxidation of dimethyl sulfide with /V-chIorosuccinimide rather than with chlorine. This results in the formation of a different kind of active DMSO species, in which a sulfur-nitrogen bond is present. 

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