School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072 (China).
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072 (China).
Angew Chem Int Ed Engl. 2015 Dec 7;54(50):15284-8. doi: 10.1002/anie.201507100. Epub 2015 Oct 30.
A Ru-catalyzed direct CH activation/meta-bromination of arenes bearing pyridyl, pyrimidyl, and pyrazolyl directing groups has been developed. A series of bromo aryl pyridines and pyrimidines have been synthesized, and further coupling reactions have also been demonstrated for a number of representative functionalized arenes. Preliminary mechanistic studies have revealed that this reaction may proceed through radical-mediated bromination when NBS is utilized as the bromine source. This type of transformation has opened up a new direction for the radical non-ipso functionalization of metal with regard to future CH activation development that would allow the remote functionalization of aromatic systems.
开发了一种 Ru 催化的含吡啶基、嘧啶基和吡唑基导向基团的芳基的直接 CH 活化/间溴化反应。合成了一系列溴代芳基吡啶和嘧啶，并进一步对一些代表性的功能化芳基进行了偶联反应。初步的机理研究表明，当 NBS 用作溴源时，该反应可能通过自由基介导的溴化反应进行。这种类型的转化为未来的 CH 活化发展中金属的自由基非反位官能化开辟了一个新的方向，从而可以实现芳香体系的远程官能化。
