Visible-light-mediated deoxygenative transformation of 1,2-dicarbonyl compounds through energy transfer process

Through the energy transfer process, mild transformations can be achieved that are often difficult to realize under thermodynamic conditions. Herein, a visible-light-driven deoxygenative coupling of 1,2-dicarbonyl compounds for C-O, C-S, and C-N bonds construction is developed via triplet state 1,2-dicarbonyls, affording a wide range of α-functionalized ketones/esters under transition-metal and external photocatalyst free conditions. The usefulness of this method is demonstrated by gram-scale synthesis, late-stage functionalization of various carboxylic acid drugs, and the synthesis of natural products and drug molecules.

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Publication Details

Journal
Nature Communications
Published
2024-10-25
DOI
https://doi.org/10.1038/s41467-024-53635-1
Citations
16
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
4.00

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article

Visible-light-mediated deoxygenative transformation of 1,2-dicarbonyl compounds through energy transfer process

Xiang‐Ying Tang, Guojiao Wu, Yun-Xuan Luo, Jinping Qu et al.
16 citations
Nature Communications
Radical Photochemical Reactions
4.00
article

Visible-light-mediated deoxygenative transformation of 1,2-dicarbonyl compounds through energy transfer process

Xiang‐Ying Tang, Guojiao Wu, Yun-Xuan Luo, Jinping Qu, Jie Huang
article en
16 citations

Abstract

Through the energy transfer process, mild transformations can be achieved that are often difficult to realize under thermodynamic conditions. Herein, a visible-light-driven deoxygenative coupling of 1,2-dicarbonyl compounds for C-O, C-S, and C-N bonds construction is developed via triplet state 1,2-dicarbonyls, affording a wide range of α-functionalized ketones/esters under transition-metal and external photocatalyst free conditions. The usefulness of this method is demonstrated by gram-scale synthesis, late-stage functionalization of various carboxylic acid drugs, and the synthesis of natural products and drug molecules.

Nature CommunicationsVol. 15(1)
Guangdong University of Technology (CN), Huazhong University of Science and Technology (CN)
National Natural Science Foundation of China, Huazhong University of Science and Technology, Fundamental Research Funds for the Central Universities
Affordable and clean energy
Openalex Percentile: Top 5%
Radical Photochemical Reactions
4.00
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Visible-light-mediated deoxygenative transformation of 1,2-dicarbonyl compounds through energy transfer process — Xiang‐Ying Tang, Guojiao Wu, et al. · Nature Communications (2024) | TGRS Research Map | TGRS