Electrochemical access to aryl sulfides from aryl thiols and electron-rich arenes with the potassium iodide as a mediator

Abstract An indirect electrooxidation method catalyzed by potassium iodide at a low potential for the synthesis of aryl sulfides from aryl thiols and electron-rich arenes has been developed. Cyclic voltammetry was carried out to investigate the electrocatalytic activity of KI for sulfenylation of 1,3,5-trimethoxybenzene. On the basis of in situ FTIR data, cyclic voltammetry and control experiments, the reaction mechanism involving redox chemistry of KI and generation of intermediate 1,2-bis(4-chlorophenyl)disulfane during the reaction was proposed. Under the optimal conditions, various aryl thiols react with electron-rich arenes to afford the corresponding aryl sulfides in 28–92% isolated yields.

• Publication year

  2020

• Venue

  Electrochimica Acta

• Publication date

  2020-01-20

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1016/j.electacta.2019.135371
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

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