Literature DB >> 29963856

Electrochemical Arylation Reaction.

Siegfried R Waldvogel1,2,3, Sebastian Lips1, Maximilian Selt1,2, Barbara Riehl1, Christopher J Kampf1,3.   

Abstract

Arylated products are found in various fields of chemistry and represent essential entities for many applications. Therefore, the formation of this structural feature represents a central issue of contemporary organic synthesis. By the action of electricity the necessity of leaving groups, metal catalysts, stoichiometric oxidizers, or reducing agents can be omitted in part or even completely. The replacement of conventional reagents by sustainable electricity not only will be environmentally benign but also allows significant short cuts in electrochemical synthesis. In addition, this methodology can be considered as inherently safe. The current survey is organized in cathodic and anodic conversions as well as by the number of leaving groups being involved. In some electroconversions the reagents used are regenerated at the electrode, whereas in other electrotransformations free radical sequences are exploited to afford a highly sustainable process. The electrochemical formation of the aryl-substrate bond is discussed for aromatic substrates, heterocycles, other multiple bond systems, and even at saturated carbon substrates. This survey covers most of the seminal work and the advances of the past two decades in this area.

Entities:  

Year:  2018        PMID: 29963856     DOI: 10.1021/acs.chemrev.8b00233

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  39 in total

1.  Electrochemical Nitration with Nitrite.

Authors:  Stephan P Blum; Christean Nickel; Lukas Schäffer; Tarik Karakaya; Siegfried R Waldvogel
Journal:  ChemSusChem       Date:  2021-10-22       Impact factor: 9.140

2.  Electrochemical aromatic C-H hydroxylation in continuous flow.

Authors:  Hao Long; Tian-Sheng Chen; Jinshuai Song; Shaobin Zhu; Hai-Chao Xu
Journal:  Nat Commun       Date:  2022-07-08       Impact factor: 17.694

3.  Reductive Electrophotocatalysis: Merging Electricity and Light To Achieve Extreme Reduction Potentials.

Authors:  Hyunwoo Kim; Hyungjun Kim; Tristan H Lambert; Song Lin
Journal:  J Am Chem Soc       Date:  2020-01-17       Impact factor: 15.419

4.  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

5.  Metal-Free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO2 , and Amines.

Authors:  Stephan P Blum; Tarik Karakaya; Dieter Schollmeyer; Artis Klapars; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-02       Impact factor: 15.336

6.  Rhoda-Electrocatalyzed Bimetallic C-H Oxygenation by Weak O-Coordination.

Authors:  Xuefeng Tan; Leonardo Massignan; Xiaoyan Hou; Johanna Frey; João C A Oliveira; Masoom Nasiha Hussain; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-07       Impact factor: 15.336

Review 7.  Reproducibility in Electroorganic Synthesis-Myths and Misunderstandings.

Authors:  Sebastian B Beil; Dennis Pollok; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-03       Impact factor: 15.336

8.  A Strategy for Site- and Chemoselective C-H Alkenylation through Osmaelectrooxidative Catalysis.

Authors:  Isaac Choi; Antonis M Messinis; Xiaoyan Hou; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-18       Impact factor: 16.823

9.  The Electrochemical cis-Chlorination of Alkenes.

Authors:  Julia Strehl; Cornelius Fastie; Gerhard Hilt
Journal:  Chemistry       Date:  2021-10-20       Impact factor: 5.020

10.  Metal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers.

Authors:  Michael Berger; John D Herszman; Yuji Kurimoto; Goswinus H M de Kruijff; Aaron Schüll; Sven Ruf; Siegfried R Waldvogel
Journal:  Chem Sci       Date:  2020-06-01       Impact factor: 9.825

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