Selenosulfones synthesis

The preparation of polystyrene-supported selenosulfonates and their application for the synthesis of acetylenic sulfones have been reported by Huang et al. (Scheme 3.3) [126],... 

Disulfides, diselenides, and ditellurides can be oxidized by hypervalent iodine compounds quite easily. Depending on the reaction conditions disulfides can be oxidized to sulfinic esters [59] or thiosulfonic S-esters [60,61]. Diselenides can be transformed into selenosulfonates [62]. Arenetellurinic mixed anhydrides are mild oxidants and can be obtained by oxidation of the corresponding ditellurides as shown in Scheme 9 [63]. Recently it was shown that a thioacetal based linker for solid-phase synthesis can be cleaved oxidatively using [bis(trifluoro-acetoxy)iodo]benzene 4 [64]. 

Several types of electrophilic selenium species have been immobilized on solid supports, for more convenient application to organic synthesis. These include selenenyl halides, " selenocyanates, and selenosulfonates. ... 

Use of this reagent for synthesis of selenosulfonates has also been briefly examined, but mesitylenesulfonylhydrazide is more efficient. ... 

Back, T.G., Proudfoot, J.R., and DjerassL C. (1986) Apphcation of selenosulfonation to marine sterol synthesis. Preparation of 24,28-dehydroaplysterol, xestosterol and ostreasterol from a common acetylenic intermediate. Tetrahedron Lett., 27,2187-2190. 

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