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Synlett
DOI: 10.1055/a-2788-6741
Letter

K₂S₂O₈-KI Cooperative Oxidative System for Direct C3-Sulfenylation of Indoles with Thiols and Disulfides

Authors

  • Thewika Benchawan 

    1   Department of Chemistry, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Chachoengsao District, Thailand (Ringgold ID: RIN187410)

  • Amornrassamee jinnarak

    2   Department of Chemistry, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Mueang Chachoengsao District, Thailand (Ringgold ID: RIN187410)

  • Nakin Surapanich

    3   Department of Chemistry, Faculty of Science and Technology, Rajanagarindra Rajabhat University, Mueang Chachoengsao District, Thailand (Ringgold ID: RIN187410)
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A mild and metal-free method for the direct C3-sulfenylation of indoles using a KI/K₂S₂O₈ oxidative system has been developed. The reaction proceeds efficiently in MeCN/H₂O at 60 °C, affording 3-sulfenylindoles in up to 93% yield without the need for transition metals or bases. A wide range of indole derivatives and aromatic sulfenylating agents bearing electron-donating or electron-withdrawing substituents are well tolerated. This protocol provides an efficient, scalable, and environmentally benign approach to the synthesis of 3-sulfenylindoles under simple operational conditions.



Publication History

Received: 18 November 2025

Accepted after revision: 14 January 2026

Accepted Manuscript online:
18 January 2026

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