Visible Light Photoredox-Catalyzed Difunctionalization of (α-Substituted) N -Aryl Glycines with α-Bromoacetates: An Annulation Method for the Synthesis of 3-Substituted 2-Oxindoles via Decarboxylation/Aryl ortho -C–H Activation

Abstract A novel and green approach for difunctionalization of (α-substituted) N-aryl glycines with α-bromoacetates via decarboxylation/aryl C–H activation was established under visible light photoredox catalysis. The protocol provided efficient access to desired products 3-substituted-2-oxindoles in moderate to excellent yields with good functional group tolerance. Mechanistic studies revealed that the transformation proceeded via a radical pathway with the aminomethyl and difluoromethyl radicals as key intermediates.

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Publication Details

Journal
Organic Letters
Published
2026-08-20
DOI
https://doi.org/10.1021/acs.orglett.6c03176
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible Light Photoredox-Catalyzed Difunctionalization of (α-Substituted) N -Aryl Glycines with α-Bromoacetates: An Annulation Method for the Synthesis of 3-Substituted 2-Oxindoles via Decarboxylation/Aryl ortho -C–H Activation

Zhengjiang Fu, Hu Cai, Qing Liu, Shengmei Guo et al.
Organic Letters
Radical Photochemical Reactions
article

Visible Light Photoredox-Catalyzed Difunctionalization of (α-Substituted) N -Aryl Glycines with α-Bromoacetates: An Annulation Method for the Synthesis of 3-Substituted 2-Oxindoles via Decarboxylation/Aryl ortho -C–H Activation

Zhengjiang Fu, Hu Cai, Qing Liu, Shengmei Guo, Cheng Xiong, Chaopeng Luo
article en

Abstract

Abstract A novel and green approach for difunctionalization of (α-substituted) N-aryl glycines with α-bromoacetates via decarboxylation/aryl C–H activation was established under visible light photoredox catalysis. The protocol provided efficient access to desired products 3-substituted-2-oxindoles in moderate to excellent yields with good functional group tolerance. Mechanistic studies revealed that the transformation proceeded via a radical pathway with the aminomethyl and difluoromethyl radicals as key intermediates.

Organic Letters
Nanjing Agricultural University (CN), Nanjing Tech University (CN), Nanchang University (CN), Nanjing University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Jiangxi Province, Nanchang University, Nanjing University
Openalex Percentile: Top 18%
Radical Photochemical Reactions
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