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Electrooxidative and Regioselective C−H Azolation of Phenol and Aniline Derivatives
Author(s) -
Feng Pengju,
Ma Guojian,
Chen Xiaoguang,
Wu Xing,
Lin Ling,
Liu Peng,
Chen Tianfeng
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201901762
Subject(s) - regioselectivity , chemistry , aniline , phenol , reagent , combinatorial chemistry , coupling reaction , organic chemistry , catalysis
A general and practical protocol was developed for the regioselective C−H azolation of phenol and aniline derivatives by electrooxidative cross‐coupling. The reaction occurs under metal‐, oxidant‐, and reagent‐free conditions, allowing access to a wide variety of synthetically useful heteroarene derivatives. The reaction also tolerates a broad range of functional groups and is amenable to gram‐scale synthesis. Finally, a preliminary mechanistic study indicated that a radical–radical‐combination pathway might be involved in the coupling reaction.