Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling.
Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling.
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DOI：
10.1021/acs.joc.1c01526
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发表时间：
2021-10
期刊：
影响因子：
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通讯作者：
Hehuan Xu;J. Liu;Feiyun Nie;Xiaowei Zhao;Zhiyong Jiang
中科院分区：
文献类型：
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作者：
Hehuan Xu;J. Liu;Feiyun Nie;Xiaowei Zhao;Zhiyong Jiang
研究了硫酯活化的烯烃与4-氰基吡啶的电化学氢吡啶化反应。该反应经历了阴极表面上的两种底物的串联电还原、质子化和自由基交叉偶联过程，从而以高产率产生各种有价值的吡啶变体，其在吡啶的α-位上含有叔碳甚至季碳。将硫酯用于共轭烯烃使得不需要催化剂和高温，代表了高度可持续的合成方法。
An electrochemical hydropyridylation of thioester-activated alkenes with 4-cyanopyridines has been developed. The reactions experience a tandem electroreduction of both substrates on the cathode surface, protonation, and radical cross-coupling process, resulting in a variety of valuable pyridine variants, which contain a tertiary and even a quaternary carbon at the α-position of pyridines, in high yields. The employment of thioesters to the conjugated alkenes enables no requirement of catalyst and high temperature, representing a highly sustainable synthetic method.