Literature DB >> 22689181

Metal- and chemical-oxidant-free C-H/C-H cross-coupling of aromatic compounds: the use of radical-cation pools.

Tatsuya Morofuji1, Akihiro Shimizu, Jun-ichi Yoshida.   

Abstract

Pool and couple: A method for oxidative C-H/C-H cross-coupling has been developed using "radical-cation pools". Aromatic compounds react with aryl radical cations, which are generated and accumulated by low-temperature electrolysis (see scheme). This method avoids both the nonselective oxidation of substrates and oxidation of products and effects the C-H/C-H cross-coupling of aromatic compounds without metal complexes and chemical oxidants.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID： 22689181     DOI： 10.1002/anie.201202788

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  19 in total

1.  Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.

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Journal:  J Am Chem Soc       Date:  2018-04-25       Impact factor: 15.419

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.  Electrochemically Enabled, Nickel-Catalyzed Amination.

Authors:  Chao Li; Yu Kawamata; Hugh Nakamura; Julien C Vantourout; Zhiqing Liu; Qinglong Hou; Denghui Bao; Jeremy T Starr; Jinshan Chen; Ming Yan; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-14       Impact factor: 15.336

4.  Transition-Metal-Free C3 Arylation of Indoles with Aryl Halides.

Authors:  Ji Chen; Jimmy Wu
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-03       Impact factor: 15.336

5.  Electrochemical selenium- and iodonium-initiated cyclisation of hydroxy-functionalised 1,4-dienes.

Authors:  Philipp Röse; Steffen Emge; Jun-Ichi Yoshida; Gerhard Hilt
Journal:  Beilstein J Org Chem       Date:  2015-01-28       Impact factor: 2.883

6.  Highly selective generation of vanillin by anodic degradation of lignin: a combined approach of electrochemistry and product isolation by adsorption.

Authors:  Dominik Schmitt; Carolin Regenbrecht; Marius Hartmer; Florian Stecker; Siegfried R Waldvogel
Journal:  Beilstein J Org Chem       Date:  2015-04-13       Impact factor: 2.883

7.  Photoinduced oxidative activation of electron-rich arenes: alkenylation with H2 evolution under external oxidant-free conditions.

Authors:  Xia Hu; Guoting Zhang; Faxiang Bu; Xu Luo; Kebing Yi; Heng Zhang; Aiwen Lei
Journal:  Chem Sci       Date:  2017-12-08       Impact factor: 9.825

Review 8.  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

Review 9.  Modern Electrochemical Aspects for the Synthesis of Value-Added Organic Products.

Authors:  Sabine Möhle; Michael Zirbes; Eduardo Rodrigo; Tile Gieshoff; Anton Wiebe; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-19       Impact factor: 15.336

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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