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Directed meta ‐Selective Bromination of Arenes with Ruthenium Catalysts
Author(s) -
Yu Qingzhen,
Hu Le'an,
Wang Yue,
Zheng Shasha,
Huang Jianhui
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201507100
Subject(s) - halogenation , catalysis , bromine , surface modification , chemistry , aryl , ruthenium , combinatorial chemistry , organic chemistry , medicinal chemistry , alkyl
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.