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Exogenous-oxidant- and catalyst-free electrochemical deoxygenative C2 sulfonylation of quinoline N-oxides

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Abstract

An exogenous-oxidant- and catalyst-free electrochemical deoxygenative C2 sulfonylation reaction has been achieved. By employing quinoline N-oxides as the starting materials, the electrochemical C–H sulfonylation of electron-deficient quinolines was indirectly achieved at room temperature and a variety of sulfonylated quinoline derivatives were synthesized in modest to high yield with excellent regioselectivity. Notably, this protocol is the first example for synthesizing sulfonylated electron-deficient heteroarenes/arenes through electrochemistry.

Graphical abstract: Exogenous-oxidant- and catalyst-free electrochemical deoxygenative C2 sulfonylation of quinoline N-oxides

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Publication details

The article was received on 03 Oct 2019, accepted on 21 Oct 2019 and first published on 31 Oct 2019


Article type: Communication
DOI: 10.1039/C9CC07777D
Chem. Commun., 2019, Advance Article

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    Exogenous-oxidant- and catalyst-free electrochemical deoxygenative C2 sulfonylation of quinoline N-oxides

    M. Jiang, Y. Yuan, T. Wang, Y. Xiong, J. Li, H. Guo and A. Lei, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC07777D

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