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

Literature Information

Publication Date 2019-10-25
DOI 10.1039/C9QO01058K
Impact Factor 5.281
Authors

Chuang Liu, Yan-Jie Yang, Jun-Ying Dong, Ming-Dong Zhou, Lei Li, He Wang


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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.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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