Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives

A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % of <i>fac</i>-Ir(ppy)<sub>3</sub> as the photocatalyst, which gave rise to a variety of 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate to excellent yields under mild reaction conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-07
DOI
https://doi.org/10.1021/acs.joc.4c02542
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives

Guichao Wang, Aiyu Chen, Caiyun Liang, M. J. Guo et al.
2 citations
The Journal of Organic Chemistry
Radical Photochemical Reactions
1.87
article

Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives

Guichao Wang, Aiyu Chen, Caiyun Liang, M. J. Guo, Wuheng Dong, Wanfang Li, Guanzhong Chen, Bin Li, Yongchun Huang, Zuodong Yin
article en
2 citations

Abstract

A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % of <i>fac</i>-Ir(ppy)<sub>3</sub> as the photocatalyst, which gave rise to a variety of 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate to excellent yields under mild reaction conditions.

The Journal of Organic ChemistryVol. 90(15)
University of Shanghai for Science and Technology (CN), Guangxi University (CN), Guangxi University of Science and Technology (CN), Chemical Synthesis Lab (SG)
Natural Science Foundation of Guangxi Zhuang Autonomous Region, National Natural Science Foundation of China, Guangxi University of Science and Technology, Specific Research Project of Guangxi for Research Bases and Talents
Openalex Percentile: Top 17%
Radical Photochemical Reactions
1.87
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Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives — Guichao Wang, Aiyu Chen, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS