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Visible-light-promoted hydroxysulfonylation of alkylidenecyclopropanes: synthesis of cyclopropane-containing β-hydroxysulfones

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Abstract

Visible-light-promoted hydroxysulfonylation of the C–C double bond of alkylidenecyclopropanes (ACPs) with conservation of the cyclopropyl ring has been developed. The difunctionalization reaction exhibits a broad substrate scope with excellent functional group compatibility, affording a series of cyclopropane-containing β-hydroxysulfones and cyclopropyl styrenes in 34–91% yields under mild conditions. The preliminary mechanistic investigation indicates that this difunctionalization reaction includes a radical process via a sulfone radical.

Graphical abstract: Visible-light-promoted hydroxysulfonylation of alkylidenecyclopropanes: synthesis of cyclopropane-containing β-hydroxysulfones

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Publication details

The article was received on 28 Aug 2019, accepted on 25 Oct 2019 and first published on 25 Oct 2019


Article type: Research Article
DOI: 10.1039/C9QO01058K
Org. Chem. Front., 2019, Advance Article

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    Visible-light-promoted hydroxysulfonylation of alkylidenecyclopropanes: synthesis of cyclopropane-containing β-hydroxysulfones

    C. Liu, Y. Yang, J. Dong, M. Zhou, L. Li and H. Wang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO01058K

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