Authors
Mingyu Jiang, Fuqi Li, Bei Lei, Wen-Ya Zheng, Junshan Lai
Published in
Organic letters. Volume 28. Issue 43. Pages 13414-13419. Oct 30, 2026.
Abstract
Selective α-C(sp3) sulfonylation of ethers and nitrogen heterocycles provides atom- and step-economical access to aliphatic sulfones, which are prevalent building blocks in pharmaceuticals and fine chemicals. Organic electrosynthesis and iron catalysis represent sustainable synthetic platforms for radical C-S bond formation, yet their combination for aliphatic α-C(sp3) sulfonylation remains underexplored. Herein, an undivided-cell iron-catalyzed electrochemical α-sulfonylation of ethers and N-protected pyrrolidines with sulfonyl chlorides is reported. The method benefits from traceless electrical redox equivalents, a cheap earth-abundant catalyst, and broad functional group compatibility. Gram-scale reactions and product derivatizations demonstrate its synthetic practicability. This electro-driven protocol leverages an anodic Fe(III)/Fe(II) redox shuttle to generate ethers and pyrrolidine derivatives as substrate-derived radical cation intermediates, with sulfonyl radicals originating from direct cathodic reduction of sulfonyl chlorides.
PMID:
42960957
Bibliographic data and abstract were imported from PubMed on 30 Oct 2026.
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