Copper-Catalyzed Regioselective C–H Amination of Phenol Derivatives with Assistance of Phenanthroline-Based Bidentate Auxiliary

A copper-catalyzed regioselective direct amination of phenol derivatives with diarylamines via phenanthroline-based bidentate auxiliary-directed C–H cleavage has been developed. This reaction proceeds smoothly with only a copper salt and air as a terminal oxidant to produce the corresponding o-amino...

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Bibliographic Details
Published in:ACS catalysis 2019-06, Vol.9 (6), p.5336-5344
Main Authors: Takamatsu, Kazutaka, Hayashi, Yoshihiro, Kawauchi, Susumu, Hirano, Koji, Miura, Masahiro
Format: Article
Language:English
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Summary:A copper-catalyzed regioselective direct amination of phenol derivatives with diarylamines via phenanthroline-based bidentate auxiliary-directed C–H cleavage has been developed. This reaction proceeds smoothly with only a copper salt and air as a terminal oxidant to produce the corresponding o-aminophenols in good yields. Moreover, the directing group can be easily attached, detached, and recycled. Additionally, preliminary computational studies of the reaction with DFT have also been performed.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.9b01145