Xu Hehuan, Liu Jiayu, Nie Feiyun, Zhao Xiaowei, Jiang Zhiyong
NMPA Key Laboratory for Research and Evaluation of Innovative Drug, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, College of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453000, P.R. China.
International Scientific and Technological Cooperation Base of Chiral Chemistry, Henan University, Kaifeng, Henan 475004, P.R. China.
J Org Chem. 2021 Nov 19;86(22):16204-16212. doi: 10.1021/acs.joc.1c01526. Epub 2021 Oct 7.
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.
已开发出一种硫酯活化烯烃与4-氰基吡啶的电化学氢吡啶化反应。该反应在阴极表面经历两种底物的串联电还原、质子化和自由基交叉偶联过程，以高产率生成多种有价值的吡啶变体，这些变体在吡啶的α位含有叔碳甚至季碳。将硫酯用于共轭烯烃无需催化剂和高温，是一种高度可持续的合成方法。
