Visible light photoredox-catalyzed deoxydisulfuration of alcohols

Literature Information

Publication Date 2023-11-22
DOI 10.1039/D3QO01742G
Impact Factor 5.281
Authors

Chaoyang Liu, Xiaoman Lin, Delie An


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Abstract

Herein, we present a versatile approach for the photoredox-catalyzed deoxydisulfuration of primary, secondary, and tertiary alcohols, utilizing tetrasulfides to facilitate the efficient synthesis of unsymmetrical disulfides. The reaction mechanism involves the in situ generation of alkyloxy-2-oxoacetic acid, followed by subsequent decarboxylative alkyl radical substitution onto the tetrasulfide reagent. This method boasts several noteworthy features, including mild reaction conditions, a wide range of applicable substrates, easily obtainable starting materials, and the capability of scaling up to gram quantities. These features collectively underscore the generality and practicality of this novel disulfuration approach.

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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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