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Synthetic study demonstrates metal-free generation of oxindole-based sulfones via three-component radical cyclization, highlighting a novel sulfur dioxide insertion pathway.
Oxindole‐based sulfones are privileged structures found in bioactive compounds and natural products. Herein, a three‐component reaction of unactivated alkenes, potassium metabisulfite, and aryldiazonium tetrafluoroborates has been developed to access oxindole‐based sulfones through a 1,4‐cyano migration/cyclization process. Mechanistic studies indicate that the reaction proceeds through a radical pathway and confirm the intermediacy of aryl, sulfonyl, and iminyl radicals.
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Peng et al. (2026) studied this question.
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