Cu(ii)-Catalyzed C2-site functionalization of p-aminophenols: an approach for selective cross-dehydrogenative aminations

Site selective cross dehydrogenative aminations from precursors without preactivated C–H and N–H bonds have been challenging. Herein, a copper-catalyzed C2-site selective amination of p-aminophenol derivatives with arylamines has been developed. This approach precludes both partners from prefunction...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2022-02, Vol.9 (4), p.1010-1015
Main Authors: Zhao, Xin, Yang, Fang, Lin-Lin, Wang, Guo, Jing, Yu-Qin, Xu, Zi-Sheng, Chen, Ji, Kegong
Format: Article
Language:English
Subjects:
Amination
Amines
Aminophenol
Copper
Dehydrogenation
Organic chemistry
Organic compounds
Oxidants
Oxidizing agents
p-Aminophenol
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Summary:Site selective cross dehydrogenative aminations from precursors without preactivated C–H and N–H bonds have been challenging. Herein, a copper-catalyzed C2-site selective amination of p-aminophenol derivatives with arylamines has been developed. This approach precludes both partners from prefunctionalization and yields single site selective aminated products. This reaction proceeds smoothly with air as a terminal oxidant to produce the corresponding C2-site functional aminophenol derivatives in moderate to good yields.
ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo01675j