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

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-03-23 DOI:10.1021/acs.joc.4c03121
Mei-Jin Gao, Chuan Ding, Peng-Fei Huang, Rong Xie, Yu Liu
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Abstract

Quinolines, a significant part of nitrogen-containing heterocycles, are widely found in functional compounds. Herin, a photochemical radical cyclization reaction of o-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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邻乙烯基异氰酸酯和芳基重氮四氟硼酸酯的光氧化还原自由基环化合成2,4-二取代喹啉
喹啉类化合物广泛存在于功能化合物中,是含氮杂环化合物的重要组成部分。Herin是邻乙烯基异氰酸酯和芳基重氮四氟硼酸酯的光化学自由基环化反应,已被报道生成2,4-二芳基喹啉。在室温下,易得的芳基重氮盐被用作芳基自由基前体。这种方法具有良好的官能团耐受性和底物适用性。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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