Abstract
A number of α,β-epoxy sulfoxides and epoxy sulfones have been prepared via cyclization of α-chloro-β-hydroxy sulfoxides or phase-transfer catalyzed reaction between α-chloroalkyl sulfones and carbonyl compounds. Thermal and acid-catalyzed rearrangement of these epoxides resulted in migration of sulfinyl or sulfonyl groups to form β-carbonyl sulfoxides or sulfones. Upon treatment of the epoxy sulfones with MgBr2 in ether, α-bromocarbonyl compounds were obtained in excellent yield. The reaction of epoxy sulfones with nucleophiles was also briefly investigated.
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