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

Babak Kaboudin; Leila Behrouzi; Foad Kazemi; Mohammad M Najafpour; Hiroshi Aoyama

doi:10.1021/acsomega.0c00953

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

ACS Omega. 2020 Jul 14;5(29):17947-17954. doi: 10.1021/acsomega.0c00953. eCollection 2020 Jul 28.

Authors

Babak Kaboudin¹, Leila Behrouzi¹, Foad Kazemi¹, Mohammad M Najafpour¹, Hiroshi Aoyama²

Affiliations

¹ Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran.
² School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.

Abstract

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.