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Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation

Sulfur‐containing molecules are of utmost topical importance towards the effective development of pharmaceuticals and functional materials. Herein, we present an efficient and mild electrochemical thiolation by cross‐electrophile coupling of alkyl bromides with functionalized bench‐stable thiosulfon...

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Detalles Bibliográficos
Autores principales: Ang, Nate W. J., Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7986068/
https://www.ncbi.nlm.nih.gov/pubmed/33370483
http://dx.doi.org/10.1002/chem.202005449
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author Ang, Nate W. J.
Ackermann, Lutz
author_facet Ang, Nate W. J.
Ackermann, Lutz
author_sort Ang, Nate W. J.
collection PubMed
description Sulfur‐containing molecules are of utmost topical importance towards the effective development of pharmaceuticals and functional materials. Herein, we present an efficient and mild electrochemical thiolation by cross‐electrophile coupling of alkyl bromides with functionalized bench‐stable thiosulfonates to access alkyl sulfides with excellent efficacy and broad functional group tolerance. Cyclic voltammetry and potentiostatic analysis were performed to elucidate mechanistic insights into this electrocatalytic thiolation reaction.
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spelling pubmed-79860682021-03-25 Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation Ang, Nate W. J. Ackermann, Lutz Chemistry Communications Sulfur‐containing molecules are of utmost topical importance towards the effective development of pharmaceuticals and functional materials. Herein, we present an efficient and mild electrochemical thiolation by cross‐electrophile coupling of alkyl bromides with functionalized bench‐stable thiosulfonates to access alkyl sulfides with excellent efficacy and broad functional group tolerance. Cyclic voltammetry and potentiostatic analysis were performed to elucidate mechanistic insights into this electrocatalytic thiolation reaction. John Wiley and Sons Inc. 2021-02-15 2021-03-12 /pmc/articles/PMC7986068/ /pubmed/33370483 http://dx.doi.org/10.1002/chem.202005449 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Ang, Nate W. J.
Ackermann, Lutz
Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title_full Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title_fullStr Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title_full_unstemmed Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title_short Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
title_sort electroreductive nickel‐catalyzed thiolation: efficient cross‐electrophile coupling for c−s formation
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7986068/
https://www.ncbi.nlm.nih.gov/pubmed/33370483
http://dx.doi.org/10.1002/chem.202005449
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AT ackermannlutz electroreductivenickelcatalyzedthiolationefficientcrosselectrophilecouplingforcsformation