Intramolecular Photocyclization of Enamide Linked 1,5-Dienes Enables Divergent Synthesis of Pyridin-2-one Derivatives

An energy transfer (EnT) catalyzed photocyclization process for the divergent synthesis of substituted 3,4-dihydropyridin-2(1<i>H</i>)-ones and pyridine-2-ones in sustainable solvents is realized by tuning the reaction conditions. The present metal-free system exhibits a high reaction efficiency and good functional group tolerance. Notably, the TEMPO-trap experiment, control experiments, and DFT calculations have offered evidence supporting the proposed catalytic cycle.

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Publication Details

Journal
Organic Letters
Published
2025-12-02
DOI
https://doi.org/10.1021/acs.orglett.5c04208
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Intramolecular Photocyclization of Enamide Linked 1,5-Dienes Enables Divergent Synthesis of Pyridin-2-one Derivatives

Xiaofeng Ren, Tian‐Yu Sun, Xiao‐Feng Xia
Organic Letters
Radical Photochemical Reactions
article

Intramolecular Photocyclization of Enamide Linked 1,5-Dienes Enables Divergent Synthesis of Pyridin-2-one Derivatives

Xiaofeng Ren, Tian‐Yu Sun, Xiao‐Feng Xia
article en

Abstract

An energy transfer (EnT) catalyzed photocyclization process for the divergent synthesis of substituted 3,4-dihydropyridin-2(1<i>H</i>)-ones and pyridine-2-ones in sustainable solvents is realized by tuning the reaction conditions. The present metal-free system exhibits a high reaction efficiency and good functional group tolerance. Notably, the TEMPO-trap experiment, control experiments, and DFT calculations have offered evidence supporting the proposed catalytic cycle.

Organic LettersVol. 27(49)
Jiangnan University (CN), Ministry of Education of the People's Republic of China (CN), Shenzhen University (CN), Peking University Shenzhen Hospital (CN)
Openalex Percentile: Top 71%
Radical Photochemical Reactions
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