Visible-Light-Mediated Three-Component Alkene 1,2-Alkylpyridylation Reaction Using Alkylboronic Acids as Radical Precursors for the Synthesis of 4-Alkylpyridines

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-03-03 DOI:10.1021/acs.joc.4c02600
Zi-Jun Lei, Yi-Jian Ma, Qian-Qian Fan, Zhi-Xiong Wu, Yi-Yang Zheng, Guoming Sun, Zi-Wei Xi, Chengshuo Shen, Yong-Miao Shen
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Abstract

We report the photocatalyzed three-component alkene 1,2-alkylpyridylation reaction between alkylboronic acids, 4-cyanopyridine, and an olefin to achieve the pyridination and alkylation of the olefin and the synthesis of structurally diversified 4-alkylpyridines. The readily available and easily manipulated alkylboronic acids were used as alkyl radical precursors. The reactions take place under mild conditions with a broad substrate scope and are easy to scale up to gram level, and they are therefore of potential practical value for the synthesis and structural modification of biologically active alkylpyridine derivatives.

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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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