Photocatalytic Dual Carbon–Carbon Bond Cleavage Cross-Coupling Reaction between Vicinal Dicarbonyl Compounds and Carboxylic Acids

Abstract Carbon–carbon bond cleavage reactions enable the efficient recombination of two organic molecules to generate new complex organic compounds. This study developed a novel photocatalytic dual carbon–carbon bond cleavage cross-coupling reaction between vicinal dicarbonyl compounds and carboxylic acids. The reaction proceeds under mild conditions and can be used for the synthesis of target products containing sensitive chemical bonds and various heterocyclic skeletons. Through a series of control experiments, including fluorescence quenching experiments, light on/off experiments, and free radical trapping experiments, this study proposed that the reaction undergoes a free radical cross-coupling pathway involving dual carbon–carbon bond cleavage.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-08-20
DOI
https://doi.org/10.1021/acs.joc.6c01369
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Photocatalytic Dual Carbon–Carbon Bond Cleavage Cross-Coupling Reaction between Vicinal Dicarbonyl Compounds and Carboxylic Acids

Xiaodong Tang, Chun Zhang, Chenyuan Qu, Fupan Ding
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Photocatalytic Dual Carbon–Carbon Bond Cleavage Cross-Coupling Reaction between Vicinal Dicarbonyl Compounds and Carboxylic Acids

Xiaodong Tang, Chun Zhang, Chenyuan Qu, Fupan Ding
article en

Abstract

Abstract Carbon–carbon bond cleavage reactions enable the efficient recombination of two organic molecules to generate new complex organic compounds. This study developed a novel photocatalytic dual carbon–carbon bond cleavage cross-coupling reaction between vicinal dicarbonyl compounds and carboxylic acids. The reaction proceeds under mild conditions and can be used for the synthesis of target products containing sensitive chemical bonds and various heterocyclic skeletons. Through a series of control experiments, including fluorescence quenching experiments, light on/off experiments, and free radical trapping experiments, this study proposed that the reaction undergoes a free radical cross-coupling pathway involving dual carbon–carbon bond cleavage.

The Journal of Organic Chemistry
Qinghai University (CN), Minzu University of China (CN), Tianjin University (CN)
National Natural Science Foundation of China, Tianjin University
Openalex Percentile: Top 18%
Radical Photochemical Reactions
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