Literature DB >> 31050149

Continuous-Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications.

Mohamed Elsherbini1, Bethan Winterson1, Haifa Alharbi1, Ana A Folgueiras-Amador1, Célina Génot1, Thomas Wirth1.   

Abstract

An efficient and reliable electrochemical generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chemical oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochemically generated reagents can also easily be transformed into classic bench-stable hypervalent iodine reagents through ligand exchange. The combination of electrochemical and flow-chemistry advantages largely improves the ecological footprint of the overall process compared to conventional approaches.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  electrochemistry; flow chemistry; hypervalent iodine reagents; ligand exchange; oxidation

Year:  2019        PMID: 31050149     DOI: 10.1002/anie.201904379

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


  11 in total

Review 1.  Recent Updates on Electrogenerated Hypervalent Iodine Derivatives and Their Applications as Mediators in Organic Electrosynthesis.

Authors:  Chaoyue Chen; Xin Wang; Tinghai Yang
Journal:  Front Chem       Date:  2022-04-13       Impact factor: 5.545

2.  The Fundamentals Behind the Use of Flow Reactors in Electrochemistry.

Authors:  Timothy Noël; Yiran Cao; Gabriele Laudadio
Journal:  Acc Chem Res       Date:  2019-10-01       Impact factor: 22.384

3.  Electrochemical-Induced Ring Transformation of Cyclic α-(ortho-Iodophenyl)-β-oxoesters.

Authors:  Julia Strehl; Christoph Kahrs; Thomas Müller; Gerhard Hilt; Jens Christoffers
Journal:  Chemistry       Date:  2020-01-30       Impact factor: 5.236

4.  C-H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes.

Authors:  Leonardo Massignan; Xuefeng Tan; Tjark H Meyer; Rositha Kuniyil; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-09       Impact factor: 15.336

Review 5.  Organic Electrochemistry: Molecular Syntheses with Potential.

Authors:  Cuiju Zhu; Nate W J Ang; Tjark H Meyer; Youai Qiu; Lutz Ackermann
Journal:  ACS Cent Sci       Date:  2021-03-09       Impact factor: 14.553

6.  Smart Flow Electrosynthesis and Application of Organodisulfides in Redox Flow Batteries.

Authors:  Qiliang Chen; Wei Guo; Yongzhu Fu
Journal:  Adv Sci (Weinh)       Date:  2021-11-10       Impact factor: 16.806

7.  Electrochemistry and Reactivity of Chelation-stabilized Hypervalent Bromine(III) Compounds.

Authors:  Nayereh Mohebbati; Igors Sokolovs; Philipp Woite; Märt Lõkov; Elisabeth Parman; Mihkel Ugandi; Ivo Leito; Michael Roemelt; Edgars Suna; Robert Francke
Journal:  Chemistry       Date:  2022-06-10       Impact factor: 5.020

Review 8.  Recent discoveries on the structure of iodine(iii) reagents and their use in cross-nucleophile coupling.

Authors:  Adriano Bauer; Nuno Maulide
Journal:  Chem Sci       Date:  2021-01-07       Impact factor: 9.825

9.  Flow electrochemistry: a safe tool for fluorine chemistry.

Authors:  Bethan Winterson; Tim Rennigholtz; Thomas Wirth
Journal:  Chem Sci       Date:  2021-06-04       Impact factor: 9.825

10.  The "Green" Electrochemical Synthesis of Periodate.

Authors:  Sebastian Arndt; Dominik Weis; Kai Donsbach; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-15       Impact factor: 15.336

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