Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling

A regioselective 1,2-carboacylation protocol of alkenes via nickel/photoredox dual catalysis has been successfully developed under mild conditions. A wide range of alkyl bromides, α-oxocarboxylic acids, and styrenes proved to be compatible under the optimized conditions, affording the corresponding 1,2-carboacylation products in up to 91% yields. Mechanistically, the key to the success of this approach is the temporal orchestration of radical generation: nickel-catalyzed halogen atom transfer (XAT) for alkyl bromides and photoredox-driven decarboxylation for α-oxocarboxylic acids.

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Publication Details

Journal
Organic Letters
Published
2025-05-02
DOI
https://doi.org/10.1021/acs.orglett.5c01230
Citations
3
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.81

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article

Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling

Xian‐Chen He, Jie Gao, Hua Yang, Kai Chen et al.
3 citations
Organic Letters
Radical Photochemical Reactions
2.81
article

Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling

Xian‐Chen He, Jie Gao, Hua Yang, Kai Chen, Yang Li
article en
3 citations

Abstract

A regioselective 1,2-carboacylation protocol of alkenes via nickel/photoredox dual catalysis has been successfully developed under mild conditions. A wide range of alkyl bromides, α-oxocarboxylic acids, and styrenes proved to be compatible under the optimized conditions, affording the corresponding 1,2-carboacylation products in up to 91% yields. Mechanistically, the key to the success of this approach is the temporal orchestration of radical generation: nickel-catalyzed halogen atom transfer (XAT) for alkyl bromides and photoredox-driven decarboxylation for α-oxocarboxylic acids.

Organic LettersVol. 27(19)
Central South University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hunan Province
Openalex Percentile: Top 11%
Radical Photochemical Reactions
2.81
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