4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 4, Pages 1010-1015

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01675j

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Funding

  1. National Natural Science Foundation of China [NSF-21702170, 22171228]
  2. Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]

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The paper introduces a copper-catalyzed approach for site-selective amination of p-aminophenol derivatives with arylamines, without the need for prefunctionalization of the reactants. This novel method efficiently produces single site selective aminated products with moderate to good yields using air as a terminal oxidant.
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.

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