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Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

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Abstract

An efficient and straightforward three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp2)–H arylsulfonylation of enamides has been developed. This Cu(OTf)2-mediated SO2 insertion reaction proceeds smoothly to afford a diverse range of β-amidovinyl sulfones bearing manifold functional groups in moderate to excellent yields with high regio- and stereoselectivities.

Graphical abstract: Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

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Publication details

The article was received on 23 Oct 2018, accepted on 21 Nov 2018 and first published on 23 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01144C
Citation: Org. Chem. Front., 2019, Advance Article
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    Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

    T. Zhu, X. Zhang, K. Zhao and T. Loh, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO01144C

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