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Updated: May 25, 2025

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Photoredox nickel-catalyzed radical cyclization of N-arylacrylamides with alkyl bromides
Yan-Ling Liu1, Liu-Shuo Shi1, Xian-Chen He1
1College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China. hyangchem@csu.edu.cn.
Abstract:
3,3-Disubstituted oxindoles constitute a significant class of biologically active molecules, often found in a wide range of bioactive compounds. In this work, we present a photoredox nickel-catalyzed intermolecular cyclization between N-arylacrylamides and readily accessible alkyl bromides, which affords a diverse range of 3,3-disubstituted oxindoles in moderate to high yields. Our mechanistic studies reveal that the reduction of alkyl bromides via single-electron transfer from a reactive Ni(I) species is a critical step in driving this radical cascade transformation. This approach offers several advantages, including mild reaction conditions, broad functional group tolerance, and a simple workup procedure.
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