Literature DB >> 29522680

Cobalt(II)-Catalyzed Electrooxidative C-H Amination of Arenes with Alkylamines.

Xinlong Gao1, Pan Wang1, Li Zeng1, Shan Tang1, Aiwen Lei1.   

Abstract

An environmentally friendly electrochemical protocol about cobalt-catalyzed C-H amination of arenes has been developed, which offers a simple way to access synthetically useful arylamines. In divided cells, a wide variety of arenes and alkylamines are examined to afford C-N formation products without using external oxidants, which avoids the formation of undesired byproducts and exhibits high atom economy. Importantly, the reaction can also be extended to gram level with moderate efficiency. KIE experiments indicate that C-H bond cleavage might not be involved during the rate-limiting step.

Entities:  

Year:  2018        PMID: 29522680     DOI: 10.1021/jacs.7b13049

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  20 in total

1.  Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach.

Authors:  Xiaohan Ye; Pengyi Zhao; Shuyao Zhang; Yanbin Zhang; Qilin Wang; Chuan Shan; Lukasz Wojtas; Hao Guo; Hao Chen; Xiaodong Shi
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-04       Impact factor: 15.336

2.  Nickel catalyzed multicomponent stereodivergent synthesis of olefins enabled by electrochemistry, photocatalysis and photo-electrochemistry.

Authors:  Chen Zhu; Huifeng Yue; Magnus Rueping
Journal:  Nat Commun       Date:  2022-06-10       Impact factor: 17.694

3.  Electrochemical C-C bond cleavage of cyclopropanes towards the synthesis of 1,3-difunctionalized molecules.

Authors:  Pan Peng; Xingxiu Yan; Ke Zhang; Zhao Liu; Li Zeng; Yixuan Chen; Heng Zhang; Aiwen Lei
Journal:  Nat Commun       Date:  2021-05-24       Impact factor: 14.919

4.  Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.

Authors:  Long Yang; Ralf Steinbock; Alexej Scheremetjew; Rositha Kuniyil; Lars H Finger; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-12       Impact factor: 15.336

5.  Photoelectrocatalytic Arene C-H Amination.

Authors:  Lei Zhang; Laurent Liardet; Jingshan Luo; Dan Ren; Michael Grätzel; Xile Hu
Journal:  Nat Catal       Date:  2019-02-18

6.  Synthesis of Multisubstituted Benzimidazolones via Copper-Catalyzed Oxidative Tandem C-H Aminations and Alkyl Deconstructive Carbofunctionalization.

Authors:  Taoyuan Liang; He Zhao; Lingzhen Gong; Huanfeng Jiang; Min Zhang
Journal:  iScience       Date:  2019-04-19

7.  Electrochemical Oxidative Clean Halogenation Using HX/NaX with Hydrogen Evolution.

Authors:  Yong Yuan; Anjin Yao; Yongfu Zheng; Meng Gao; Zhilin Zhou; Jin Qiao; Jiajia Hu; Baoqin Ye; Jing Zhao; Huilai Wen; Aiwen Lei
Journal:  iScience       Date:  2019-01-23

8.  Electrochemical oxidative decarboxylation and 1,2-aryl migration towards the synthesis of 1,2-diaryl ethers.

Authors:  Faxiang Bu; Lijun Lu; Xia Hu; Shengchun Wang; Heng Zhang; Aiwen Lei
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

9.  Carboxylate breaks the arene C-H bond via a hydrogen-atom-transfer mechanism in electrochemical cobalt catalysis.

Authors:  Xin-Ran Chen; Shuo-Qing Zhang; Tjark H Meyer; Chun-Hui Yang; Qin-Hao Zhang; Ji-Ren Liu; Hua-Jian Xu; Fa-He Cao; Lutz Ackermann; Xin Hong
Journal:  Chem Sci       Date:  2020-05-19       Impact factor: 9.825

10.  Insights into Cobalta(III/IV/II)-Electrocatalysis: Oxidation-Induced Reductive Elimination for Twofold C-H Activation.

Authors:  Tjark H Meyer; João C A Oliveira; Debasish Ghorai; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-05       Impact factor: 15.336

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