Literature DB >> 33448270

Electrochemically induced synthesis of quinazolinones via cathode hydration of o-aminobenzonitriles in aqueous solutions.

Li Yang1, Huiqing Hou2, Lan Li1, Jin Wang2, Sunying Zhou2, Mei Wu2, Fang Ke3.   

Abstract

An efficient and practical electrochemically catalyzed transition metal-free process for the synthesis of substituted quinazolinones from simple and readily available o-aminobenzonitriles and aldehydes in water has been accomplished. I2/base and water play an unprecedented and vital role in the reaction. By electrochemically catalysed hydrolysis of o-aminobenzonitriles, the synthesis of quinazolinones with benzaldehyde was first proposed. The synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactive N-(2,5-dichlorophenyl)-6-(2,2,2-trifluoroethoxy) pteridin-4-amine, which enables straightforward, practical and environmentally benign quinazolinone formation.

Entities:  

Year:  2021        PMID: 33448270     DOI: 10.1039/d0ob02286a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Non-metal-mediated N-oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis.

Authors:  Huiqing Hou; Xinhua Ma; Yaling Ye; Mei Wu; Sunjie Shi; Wenhe Zheng; Mei Lin; Weiming Sun; Fang Ke
Journal:  RSC Adv       Date:  2022-02-16       Impact factor: 3.361

2.  Electro-oxidative cyclization: access to quinazolinones via K2S2O8 without transition metal catalyst and base.

Authors:  Yongzhi Hu; Huiqing Hou; Ling Yu; Sunying Zhou; Xianghua Wu; Weiming Sun; Fang Ke
Journal:  RSC Adv       Date:  2021-09-24       Impact factor: 4.036

3.  Electrochemical synthesis of quinazolinone via I2-catalyzed tandem oxidation in aqueous solution.

Authors:  Huiqing Hou; Xinhua Ma; Yingying Lin; Jin Lin; Weiming Sun; Lei Wang; Xiuzhi Xu; Fang Ke
Journal:  RSC Adv       Date:  2021-05-17       Impact factor: 4.036

  3 in total

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