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

Organic & Biomolecular Chemistry Pub Date: 2022-12-21 DOI: 10.1039/D2OB02187K

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
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