Photoredox radical Truce–Smiles rearrangement of N-sulfinyl acrylamides with sulfoxonium ylides

Abstract

The visible light-induced Truce–Smiles rearrangement reaction of N-sulfinyl acrylamides with sulfoxonium ylides is herein reported. The reaction is performed under mild conditions by radical addition/aryl migration, allowing the synthesis of a range of valuable α-arylamides in moderate to good yields. The resultant α-aryl-γ-benzoylamides were converted by late-stage modification to a number of synthetically valuable derivatives.

Graphical abstract: Photoredox radical Truce–Smiles rearrangement of N-sulfinyl acrylamides with sulfoxonium ylides

Supplementary files

Article information

Article type
Communication
Submitted
21 Jun 2025
Accepted
24 Jul 2025
First published
24 Jul 2025

Chem. Commun., 2025, Advance Article

Photoredox radical Truce–Smiles rearrangement of N-sulfinyl acrylamides with sulfoxonium ylides

L. Tian, P. Chen, L. Xiao and H. Huang, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC03513A

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