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Issue 79, 2018
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Benzylic C(sp3)–H bond sulfonylation of 4-methylphenols with the insertion of sulfur dioxide under photocatalysis

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Abstract

Sulfonylation of the benzylic C–H bond is developed through a three-component reaction of aryldiazonium tetrafluoroborates, 4-methylphenols and sodium metabisulfite (Na2S2O5). The inorganic sulfite of sodium metabisulfite is used as the SO2 surrogate. In this transformation, benzylic C(sp3)–H bond sulfonylation is achieved in the presence of a photocatalyst under visible light. A radical pathway involving the arylsulfonyl radical and intermolecular hydrogen atom abstraction is proposed.

Graphical abstract: Benzylic C(sp3)–H bond sulfonylation of 4-methylphenols with the insertion of sulfur dioxide under photocatalysis

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Publication details

The article was received on 13 Aug 2018, accepted on 12 Sep 2018 and first published on 12 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC06567E
Citation: Chem. Commun., 2018,54, 11172-11175

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    Benzylic C(sp3)–H bond sulfonylation of 4-methylphenols with the insertion of sulfur dioxide under photocatalysis

    X. Gong, J. Chen, L. Lai, J. Cheng, J. Sun and J. Wu, Chem. Commun., 2018, 54, 11172
    DOI: 10.1039/C8CC06567E

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