Literature DB >> 31746208

Electrochemical Synthesis of trans-2,3-Disubstituted Aziridines via Oxidative Dehydrogenative Intramolecular C(sp3)-H Amination.

Huiqiao Wang1, Jianxue Shi1, Jiajing Tan2, Wenting Xu1, Sheng Zhang1, Kun Xu1,3.   

Abstract

An electrochemical oxidative dehydrogenative C(sp3)-H amination reaction to construct trans-2,3-disubstituted aziridines is reported, which avoids using external oxidants and generates only hydrogen gas as the byproduct. With KI as the mediator and electrolyte, the desired aziridines were prepared in good yields in an undivided cell at room temperature. The potential value of this mild electrochemical strategy was further highlighted by the gram-scale synthesis.

Entities:  

Year:  2019        PMID: 31746208     DOI: 10.1021/acs.orglett.9b03641

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Ritter-type amination of C(sp3)-H bonds enabled by electrochemistry with SO42.

Authors:  Ling Zhang; Youtian Fu; Yi Shen; Chengyu Liu; Maolin Sun; Ruihua Cheng; Weiping Zhu; Xuhong Qian; Yueyue Ma; Jinxing Ye
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

Review 2.  Metal-Free Synthesis of N-Heterocycles via Intramolecular Electrochemical C-H Aminations.

Authors:  Huiqiao Wang; Yongjun Zheng; Hucheng Xu; Jiaru Zou; Congrui Jin
Journal:  Front Chem       Date:  2022-06-20       Impact factor: 5.545

Review 3.  Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones.

Authors:  Boriss Strumfs; Kirils Velikijs; Romans Uljanovs; Stanislavs Sinkarevs; Ilze Strumfa
Journal:  Int J Mol Sci       Date:  2022-05-25       Impact factor: 6.208

4.  Electrosynthesis of Quinazolines and Quinazolinones via an Anodic Direct Oxidation C(sp3)-H Amination/C-N Cleavage of Tertiary Amine in Aqueous Medium.

Authors:  Zhenghong Zhou; Kangfei Hu; Jiawei Wang; Zhibin Li; Yan Zhang; Zhenggen Zha; Zhiyong Wang
Journal:  ACS Omega       Date:  2020-12-01

5.  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

  5 in total

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