Visible Light-Induced Synthesis of Esterified Quinolines and Pyrrolidones Controlled by Different Electrical Anilines

We report a visible light-induced radical cyclization strategy by in situ formation of 2-(phenylimino)acetates and 2-(phenylamino)fumarates under mild, photocatalyst-free conditions. This operationally simple protocol allows the rapid and divergent assembly of a small library of esterified quinolines and pyrrolidone skeletons (42 examples) with outstanding functional group tolerance, especially for the construction of heteroaroyl/polyaryl-fused quinolines and fluoroalkylated pyrrolidones. Mechanism studies and DFT calculations have verified the in situ generation and transformation process of the dual intermediates.

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Publication Details

Journal
Organic Letters
Published
2026-04-03
DOI
https://doi.org/10.1021/acs.orglett.6c00898
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible Light-Induced Synthesis of Esterified Quinolines and Pyrrolidones Controlled by Different Electrical Anilines

Pengxiang Yin, Shicheng Dong, Le Wu, Li Zhang et al.
Organic Letters
Radical Photochemical Reactions
article

Visible Light-Induced Synthesis of Esterified Quinolines and Pyrrolidones Controlled by Different Electrical Anilines

Pengxiang Yin, Shicheng Dong, Le Wu, Li Zhang, Yu Xia, Xiaoyu Pan, Chenjiang Liu, Ziren Chen, Fei Xue, Bin Wang, Shaofeng Wu
article en

Abstract

We report a visible light-induced radical cyclization strategy by in situ formation of 2-(phenylimino)acetates and 2-(phenylamino)fumarates under mild, photocatalyst-free conditions. This operationally simple protocol allows the rapid and divergent assembly of a small library of esterified quinolines and pyrrolidone skeletons (42 examples) with outstanding functional group tolerance, especially for the construction of heteroaroyl/polyaryl-fused quinolines and fluoroalkylated pyrrolidones. Mechanism studies and DFT calculations have verified the in situ generation and transformation process of the dual intermediates.

Organic LettersVol. 28(15)
Xinjiang Normal University (CN), Guangxi University (CN), Xinjiang University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Xinjiang
Openalex Percentile: Top 25%
Radical Photochemical Reactions
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