Literature DB >> 28199102

Metal- and Reagent-Free Intramolecular Oxidative Amination of Tri- and Tetrasubstituted Alkenes.

Peng Xiong1, He-Huan Xu1, Hai-Chao Xu1.   

Abstract

A metal- and reagent-free, electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has been developed. The electrosynthetic method proceeds through radical cyclization to form the key C-N bond, allowing a variety of hindered tri- and tetrasubstituted olefins to participate in the amination reaction. The result is the efficient synthesis of a host of alkene-bearing cyclic carbamates and ureas and lactams.

Entities:  

Year:  2017        PMID: 28199102     DOI: 10.1021/jacs.7b01016

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


  16 in total

1.  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

Review 2.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

3.  Radical Aza-Heck Cyclization of Imidates via Energy Transfer, Electron Transfer, and Cobalt Catalysis.

Authors:  Allen F Prusinowski; Henry C Sise; Taylor N Bednar; David A Nagib
Journal:  ACS Catal       Date:  2022-03-28       Impact factor: 13.700

4.  An Easy-to-Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization.

Authors:  Ana A Folgueiras-Amador; Kai Philipps; Sébastien Guilbaud; Jarno Poelakker; Thomas Wirth
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-02       Impact factor: 15.336

5.  Ni-Catalyzed Electrochemical Decarboxylative C-C Couplings in Batch and Continuous Flow.

Authors:  Hui Li; Christopher P Breen; Hyowon Seo; Timothy F Jamison; Yuan-Qing Fang; Matthew M Bio
Journal:  Org Lett       Date:  2018-02-12       Impact factor: 6.005

6.  Selective electrochemical generation of benzylic radicals enabled by ferrocene-based electron-transfer mediators.

Authors:  Alastair J J Lennox; Jordan E Nutting; Shannon S Stahl
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

Review 7.  Electrifying Organic Synthesis.

Authors:  Anton Wiebe; Tile Gieshoff; Sabine Möhle; Eduardo Rodrigo; Michael Zirbes; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

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.  Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical-radical coupling.

Authors:  Zijun Zhou; Yanjun Li; Bowen Han; Lei Gong; Eric Meggers
Journal:  Chem Sci       Date:  2017-06-15       Impact factor: 9.825

10.  External oxidant-free electrooxidative [3 + 2] annulation between phenol and indole derivatives.

Authors:  Kun Liu; Shan Tang; Pengfei Huang; Aiwen Lei
Journal:  Nat Commun       Date:  2017-10-03       Impact factor: 14.919

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