Abstract
AbstractDirect 1,2‐oxosulfenylation of acetylenic sulfones with dimethyl sulfoxide (DMSO) is realized under microwave irradiation. The current method provides a direct and efficient route to synthesize β‐keto thiosulfones from acetylenic sulfones and DMSO, featuring metal‐free, low cost, and convenient advantages. The mechanistic investigations indicate that acetylenic sulfones first react with DMSO to generate sulfonium ylides through the nucleophilic addition, cyclization, and 4e ring opening. The sulfonium ylides and the DMSO‐generated dimethyl sulfide at the aid of the ylides undergo a radical process to form β‐keto thiosulfones under heating.
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