Photocatalyst-free decarboxylative cross-coupling of α-keto acids with aryl sulfinates for the synthesis of S-aryl thioesters

Abstract

We report a novel visible-light-induced, photocatalyst-free method for thioester synthesis from α-keto acids and sodium aryl sulfinates. Singlet oxygen mediates SET to form acyl radicals, while aryl sulfinates generate aryl thiosulfonates (RSO2SR) via disproportionation. The radical–radical coupling of acyl and thiyl radicals enables efficient C–S bond formation under mild conditions. This photocatalyst-free protocol expands the synthetic utility of α-keto acids and aryl sulfinates and offers a valuable new entry into environmentally benign thioester synthesis.

Graphical abstract: Photocatalyst-free decarboxylative cross-coupling of α-keto acids with aryl sulfinates for the synthesis of S-aryl thioesters

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Article information

Article type
Communication
Submitted
01 Sep 2025
Accepted
08 Oct 2025
First published
14 Oct 2025

Chem. Commun., 2025, Advance Article

Photocatalyst-free decarboxylative cross-coupling of α-keto acids with aryl sulfinates for the synthesis of S-aryl thioesters

H. Gupta, J. Tripathi and A. Sharma, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC05050B

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