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A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

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Abstract

Sulfonylative C–H bond functionalization through a copper-catalyzed three-component reaction of 8-aminoquinoline amides, DABCO·(SO2)2 and aryldiazonium tetrafluoroborates is developed. Excellent selectivity in the para-position is observed for this copper-catalyzed transformation. This reaction is triggered by a copper-chelated complex via the coordination of the copper catalyst with the substrate and arylsulfonyl radical generated in situ, thus providing 5-sulfonyl-8-aminoquinoline amides in moderate to good yields.

Graphical abstract: A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

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Publication details

The article was received on 23 Sep 2017, accepted on 03 Oct 2017 and first published on 11 Oct 2017


Article type: Research Article
DOI: 10.1039/C7QO00866J
Citation: Org. Chem. Front., 2018, Advance Article
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    A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

    H. Xia, Y. An, X. Zeng and J. Wu, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QO00866J

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