Photoredox Radical Cyclization of <i>o</i>-Vinylaryl Isocyanides and Aryldiazonium Tetrafluoroborates for the Synthesis of 2,4-Disubstituted Quinolines

Quinolines, a significant part of nitrogen-containing heterocycles, are widely found in functional compounds. Herin, a photochemical radical cyclization reaction of <i>o</i>-vinylaryl isocyanides and aryldiazonium tetrafluoroborates, has been reported to build 2,4-diaryl quinolines. Readily accessible aryl diazonium salts were utilized as aryl radical precursors at room temperature. This approach allowed good functional group tolerance and substrate applicability.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-24
DOI
https://doi.org/10.1021/acs.joc.4c03121
Citations
9
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
8.42

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article

Photoredox Radical Cyclization of o-Vinylaryl Isocyanides and Aryldiazonium Tetrafluoroborates for the Synthesis of 2,4-Disubstituted Quinolines

Min Gao, R.-Q. Xie, Peng‐Fei Huang, Chuan Ding et al.
9 citations
The Journal of Organic Chemistry
Radical Photochemical Reactions
8.42
article

Photoredox Radical Cyclization of o-Vinylaryl Isocyanides and Aryldiazonium Tetrafluoroborates for the Synthesis of 2,4-Disubstituted Quinolines

Min Gao, R.-Q. Xie, Peng‐Fei Huang, Chuan Ding, Yu Liu
article en
9 citations

Abstract

Quinolines, a significant part of nitrogen-containing heterocycles, are widely found in functional compounds. Herin, a photochemical radical cyclization reaction of <i>o</i>-vinylaryl isocyanides and aryldiazonium tetrafluoroborates, has been reported to build 2,4-diaryl quinolines. Readily accessible aryl diazonium salts were utilized as aryl radical precursors at room temperature. This approach allowed good functional group tolerance and substrate applicability.

The Journal of Organic ChemistryVol. 90(13)
Hunan Institute of Science and Technology (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hunan Province, Scientific Research Foundation of Hunan Provincial Education Department
Openalex Percentile: Top 2%
Radical Photochemical Reactions
8.42
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