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Synthesis 2020; 52(18): 2705-2712
DOI: 10.1055/s-0040-1707966
paper
© Georg Thieme Verlag Stuttgart · New York

Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols

Hongyan Zhou §
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
b   College of Science, Gansu Agricultural University, Lanzhou 730070, P. R. of China
,
Jiaokui Duan §
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Dongtai Xie
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Jingya Yang  ∗
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Ben Ma
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Ganggang Wang
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Chengqi Wu
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
,
Xi-Cun Wang∗
a   College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. of China   Email: yangjy@nwnu.edu.cn   Email: wangxicun@nwnu.edu.cn
› Author AffiliationsThis work was supported by the National Natural Science Foundation of China (21961035 and 21901213), the Program for Improving Scientific Research Ability of Young Teachers of Northwest Normal University (NWNU-LKQN-17-3 and NWNU-LKQN-18-22), and the Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials.
Further Information

Publication History

Received: 21 January 2020

Accepted after revision: 18 April 2020

Publication Date:
14 May 2020 (online)

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§ These authors contributed equally to this work.

Abstract

A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O2 in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions make this strategy eco-friendly.

Key words

aerobic oxidation - electrochemical synthesis - radical reaction - sulfinic esters - synthetic method

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707966
  • Supporting Information
 

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