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Decatungstate-Catalyzed C(sp3)-H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality

Patrick J. Sarver, Noah B. Bissonnette and David W. C. MacMillan*

*Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States, Email: dmacmillprinceton.edu

P. J. Sarver, N. B. Bissonnette, D. W. C. MacMillan, J. Am. Chem. Soc., 2021, 143, 9737-9743.

DOI: 10.1021/jacs.1c04722 (free Supporting Information)


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Abstract

Decatungstate photocatalysis enables a direct conversion of strong, aliphatic C(sp3)-H bonds into the corresponding alkyl sulfinic acids . This transformation has been applied to a diverse range of C(sp3)-rich scaffolds, including natural products and approved pharmaceuticals, providing efficient access to complex sulfur-containing products.

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proposed photocatalytic cycle and initial conditions



Key Words

benzylic sulfones, sulfinic acids, photochemistry


ID: J48-Y2021