Organophotoredox-Catalyzed Formation of Alkyl-Aryl and -Alkyl C-S/Se Bonds from Coupling of Redox-Active Esters with Thio/Selenosulfonates

Yue Dong, Peng Ji, Yueteng Zhang, Changqing Wang, Xiang Meng and Wei Wang*

*Departments of Pharmacology and Toxicology and Chemistry and Biochemistry and BIO5 Institute, University of Arizona, Tucson, Arizona 85721, United States, Email: wwangpharmacy.arizona.edu

Y. Dong, P. Ji, Y. Zhang, C. Wang, X. Meng, W. Wang, Org. Lett., 2020, 22, 9562-9567.

DOI: 10.1021/acs.orglett.0c03624

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Abstract

A mild organophotoredox protocol enables the formation of Csp³-S/Se bonds by reacting redox-active esters with thio/selenosulfonates. The reaction offers an unprecedented broad substrate scope and wide functional group tolerance.

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Key Words

alkyl sulfides, tetrahydrofurans, photochemistry

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ID: J54-Y2020