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Synthesis 2022; 54(09): 2242-2250
DOI: 10.1055/s-0041-1737340
DOI: 10.1055/s-0041-1737340
paper
Silver-Catalyzed One-Pot Biarylamination of Quinones with Arylamines: Access to N-Arylamine-Functionalized p-Iminoquinone Derivatives
We are grateful for the financial support from the project supported by National College Students Innovation and Entrepreneurship Training Program (Grant No. 202114389016 and 202114389005), the Foundation of Chengdu Normal University Talent Introduction Research Funding (2021YJRC202020), and Chengdu Normal University Project (2021CS21ZCY02).
Abstract
Concise one-pot biarylamination of quinones with arylamines was developed to synthesize N-arylamine-functionalized p-iminoquinones derivatives. The approach employed AgOAc as the catalyst and (NH4)2S2O8 as the oxidant in the presence of 3-chlorophenylboronic acid, giving a series of N-arylamine-functionalized p-iminoquinone derivatives in moderate to good yields whereas reaction in the absence of the 3-chlorophenylboronic acid, gave a series of N-arylamine-functionalized 1,4-naphthoquinone derivatives. This catalytic approach represents a step-economic and convenient strategy for the difunctionalization of quinones.
Key words
silver-catalyzed - biarylamination - quinones - arylamines - N-arylamine-functionalized p-iminoquinonesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1737340.
- Supporting Information
Publication History
Received: 02 November 2021
Accepted after revision: 16 December 2021
Article published online:
07 February 2022
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