Literature DB >> 31661284

Decarboxylative Csp3-N Bond Formation by Electrochemical Oxidation of Amino Acids.

Xiaoqing Shao1, Yue Zheng1, Lifang Tian1, Inmaculada Martín-Torres2,3, Antonio M Echavarren2,3, Yahui Wang1.   

Abstract

Decarboxylative Csp3-N coupling reactions have been developed through electrochemical oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are trapped by azoles or amides to construct C-N bonds. This method avoids the preactivation of carboxylic acids and the use of expensive transition-metals and external chemical oxidants.

Entities:  

Year:  2019        PMID: 31661284     DOI: 10.1021/acs.orglett.9b03696

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


  2 in total

1.  Electrochemical Decarboxylative N-Alkylation of Heterocycles.

Authors:  Tao Sheng; Hai-Jun Zhang; Ming Shang; Chi He; Julien C Vantourout; Phil S Baran
Journal:  Org Lett       Date:  2020-09-17       Impact factor: 6.005

2.  Electrochemical Synthesis of Isoxazolines: Method and Mechanism.

Authors:  Samuel D L Holman; Alfie G Wills; Neal J Fazakerley; Darren L Poole; Diane M Coe; Leonard A Berlouis; Marc Reid
Journal:  Chemistry       Date:  2022-02-10       Impact factor: 5.020

  2 in total

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