Photoredox-catalyzed sulfonylation of alkenylcyclobutanols with the insertion of sulfur dioxide through semipinacol rearrangement

Literature Information

Publication Date 2019-04-11
DOI 10.1039/C9QO00300B
Impact Factor 5.281
Authors

Fu-Sheng He, Youqian Wu, Xiaofang Li, Hongguang Xia


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Abstract

A photoredox-catalyzed sulfonylation of alkenylcyclobutanols with the insertion of sulfur dioxide through semipinacol rearrangement under visible light irradiation is developed. This protocol provides an efficient and facile route to β-sulfonated ketones bearing α-carbon quaternary centers under mild conditions, which features good functional group compatibility. Preliminary mechanistic investigation shows that an arylsulfonyl radical-induced 1,2-carbon migration process is involved.

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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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