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Issue 4, 2017
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Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes

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Abstract

Regioselective difunctionalization of alkenes has attracted significant attention from synthetic chemists and has the advantage of introducing diverse functional groups into vicinal carbons of common alkene moieties in a single operation. Herein, we report an unprecedented intermolecular atom transfer thiosulfonylation reaction of alkenes by combining gold catalysis and visible-light photoredox catalysis. A trifluoromethylthio group (SCF3) and other functionalized thio groups together with a sulfonyl group were regioselectively introduced into alkenes in the most atom economical manner. A detailed mechanism study indicated that a synergistic combination of gold catalysis and photoredox catalysis is crucial for this reaction.

Graphical abstract: Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes

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Publication details

The article was received on 18 Nov 2016, accepted on 23 Dec 2016 and first published on 04 Jan 2017


Article type: Edge Article
DOI: 10.1039/C6SC05093J
Citation: Chem. Sci., 2017,8, 2610-2615
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    Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes

    H. Li, C. Shan, C. Tung and Z. Xu, Chem. Sci., 2017, 8, 2610
    DOI: 10.1039/C6SC05093J

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