导向基团实现吡啶在温和条件下的电化学选择性溴化反应。
Directing Group Enables Electrochemical Selectively -Bromination of Pyridines under Mild Conditions.
作者信息
Wu Yanwei, Xu Shanghui, Wang Hong, Shao Dongxu, Qi Qiqi, Lu Yi, Ma Li, Zhou Jianhua, Hu Wei, Gao Wei, Chen Jianbin
机构信息
Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
Archives of Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
出版信息
J Org Chem. 2021 Nov 19;86(22):16144-16150. doi: 10.1021/acs.joc.1c00923. Epub 2021 Jun 15.
Without the use of catalysts and oxidants, a facile and sustainable electrochemical bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at the -position utilizing the inexpensive and safe bromine salts at room temperature. A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept of -bromination of pyridines could be verified.
在不使用催化剂和氧化剂的情况下，开发了一种简便且可持续的电化学溴化方法。通过引入导向基团，在室温下利用廉价且安全的溴盐，可以将吡啶衍生物的区域选择性控制在β-位。以28% - 95%的产率获得了多种溴化吡啶衍生物，并且该反应可以很容易地在克级规模上进行。通过结合导向基团的引入和去除，验证了吡啶β-溴化的概念。
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