Issue 5, 2023

TBHP-mediated photochemical coupling/cyclization of N-arylacrylamides with thiols

Abstract

The effective photoredox-mediated oxidative thiolation and cyclization of N-arylacrylamides with thiols leads to biologically interesting 3-thionated oxindoles through C–S and C–C bond formation. This process represents a straightforward reaction that starts from non-prefunctionalized thiolating reagents. Mechanistic studies demonstrated that the TBHP serves as a key radical initiator with visible-light catalysis.

Graphical abstract: TBHP-mediated photochemical coupling/cyclization of N-arylacrylamides with thiols

Supplementary files

Article information

Article type
Communication
Submitted
01 Dec 2022
Accepted
20 Dec 2022
First published
21 Dec 2022

Org. Biomol. Chem., 2023,21, 940-944

TBHP-mediated photochemical coupling/cyclization of N-arylacrylamides with thiols

Z. Qu, X. Ji, L. Tian, G. Mao, G. Deng and H. Huang, Org. Biomol. Chem., 2023, 21, 940 DOI: 10.1039/D2OB02187K

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