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

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 vari...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-11, Vol.55 (92), p.13852-13855
Hauptverfasser: Jiang, Minbao, Yuan, Yong, Wang, Tao, Xiong, Yunkui, Li, Jun, Guo, Huijiao, Lei, Aiwen
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Zusammenfassung: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. By employing quinoline N -oxides as the starting materials, the electrochemical C-H sulfonylation of electron-deficient quinolines was indirectly achieved at room temperature.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc07777d