Electrochemical Synthesis of Sulfinate Esters: Nickel(II)-Catalyzed Oxidative Esterification of Thiols with Alcohols in an Undivided Cell.


Journal

ACS omega
ISSN: 2470-1343
Titre abrégé: ACS Omega
Pays: United States
ID NLM: 101691658

Informations de publication

Date de publication:
28 Jul 2020
Historique:
received: 03 03 2020
accepted: 30 06 2020
entrez: 4 8 2020
pubmed: 4 8 2020
medline: 4 8 2020
Statut: epublish

Résumé

In this study, nickel-catalyzed electrochemical oxidative esterification of thiols with alcohols for the synthesis of sulfinate esters has been reported. The electrochemical oxidative esterification proceeded through a nickel-catalyzed oxidation of thiols using an undivided cell of graphite/nickel electrodes, where the nickel oxidation was studied by cyclic voltammetry. The method was conveniently and directly used for the one-pot synthesis of sulfinate esters of thiols.

Identifiants

pubmed: 32743167
doi: 10.1021/acsomega.0c00953
pmc: PMC7391255
doi:

Types de publication

Journal Article

Langues

eng

Pagination

17947-17954

Informations de copyright

Copyright © 2020 American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare no competing financial interest.

Références

Org Lett. 2018 Mar 2;20(5):1338-1341
pubmed: 29431449
Chem Commun (Camb). 2014 Oct 9;50(78):11533-5
pubmed: 25133745
Chem Commun (Camb). 2018 Oct 30;54(87):12369-12372
pubmed: 30327805
J Am Chem Soc. 2019 Feb 20;141(7):2825-2831
pubmed: 30673216
Org Lett. 2019 Mar 15;21(6):1857-1862
pubmed: 30817165
Chem Asian J. 2016 Feb 18;11(4):478-81
pubmed: 26603671
J Am Chem Soc. 2004 Jul 7;126(26):8134-5
pubmed: 15225052
Org Biomol Chem. 2014 Dec 28;12(48):9743-59
pubmed: 25354469
Chem Soc Rev. 2005 Jul;34(7):609-24
pubmed: 15965542
Angew Chem Int Ed Engl. 2005 Nov 11;44(44):7221-3
pubmed: 16229044
Angew Chem Int Ed Engl. 2017 Oct 9;56(42):13088-13093
pubmed: 28834098

Auteurs

Babak Kaboudin (B)

Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.

Leila Behrouzi (L)

Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.

Foad Kazemi (F)

Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.

Mohammad M Najafpour (MM)

Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.

Hiroshi Aoyama (H)

School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.

Classifications MeSH