Literature DB >> 25654310

Electrocatalytic aziridination of alkenes mediated by n-Bu4NI: a radical pathway.

Jie Chen1, Wei-Qing Yan, Chiu Marco Lam, Cheng-Chu Zeng, Li-Ming Hu, R Daniel Little.   

Abstract

Efficient electrocatalytic aziridination of alkenes has been achieved for the first time. A structurally broad range of aziridines was easily accessed using an undivided cell operated at constant current and mediated by a catalytic quantity of n-Bu4NI. The electrocatalytic reaction also proceeded in the absence of additional conducting salt. The aziridination is proposed to follow a radical mechanism.

Entities:  

Year:  2015        PMID: 25654310     DOI: 10.1021/acs.orglett.5b00083

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


  8 in total

1.  Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3 )-H Bonds.

Authors:  Fei Wang; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-14       Impact factor: 15.336

2.  Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance.

Authors:  Ming Yan; Yu Kawamata; Phil S Baran
Journal:  Chem Rev       Date:  2017-10-09       Impact factor: 60.622

3.  New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes.

Authors:  Niankai Fu; Lu Song; Jinjian Liu; Yifan Shen; Juno C Siu; Song Lin
Journal:  J Am Chem Soc       Date:  2019-09-09       Impact factor: 15.419

4.  Functionalization of N-arylglycine esters: electrocatalytic access to C-C bonds mediated by n-Bu4NI.

Authors:  Mi-Hai Luo; Yang-Ye Jiang; Kun Xu; Yong-Guo Liu; Bao-Guo Sun; Cheng-Chu Zeng
Journal:  Beilstein J Org Chem       Date:  2018-02-22       Impact factor: 2.883

5.  Dehydrogenative reagent-free annulation of alkenes with diols for the synthesis of saturated O-heterocycles.

Authors:  Chen-Yan Cai; Hai-Chao Xu
Journal:  Nat Commun       Date:  2018-09-03       Impact factor: 14.919

6.  Aziridine synthesis by coupling amines and alkenes via an electrogenerated dication.

Authors:  Dylan E Holst; Diana J Wang; Min Ji Kim; Ilia A Guzei; Zachary K Wickens
Journal:  Nature       Date:  2021-06-22       Impact factor: 69.504

7.  Insertion of ammonia into alkenes to build aromatic N-heterocycles.

Authors:  Shuai Liu; Xu Cheng
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 17.694

Review 8.  Electrophilic Aminating Agents in Total Synthesis.

Authors:  Lauren G O'Neil; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-06       Impact factor: 16.823

  8 in total

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