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Abstract

Direct functionalization of N-heterocycles often attracts substantial attention, as the targeted compounds find ubiquitous uses in many applications. Among common N-heterocycles, substituted pyrazoles are still challenging compounds for functionalization, though commonly useful in bio- and material-related studies. Herein, we report a general method for direct sulfenylation at the C4-H bonds of pyrazoles with diaryl disulfides. This transformation produces unsymmetrical thioethers, which often require the use of pre-functionalized starting materials and partners with unpleasant smells. Our reaction conditions involve the use of a CuCl2 catalyst, K2S2O8 oxidant, and CH3COOH as the solvent. A wide range of functionalities, including bromo, chloro, and nitro groups, were well-compatible. A possible mechanism, including electrophilic sulfenylation, was proposed.



Author's Affiliation
  • Tung Thanh Nguyen

    Email I'd for correspondance: tungtn@hcmut.edu.vn
    Google Scholar Pubmed

  • Anh Quoc Pham

    Google Scholar Pubmed

  • Hai Hoang Pham

    Google Scholar Pubmed

  • Ha Vu Le

    Google Scholar Pubmed

Article Details

Issue: Vol 27 No Online First (2024): Online First
Page No.: In press
Published: Jul 21, 2024
Section: Section: NATURAL SCIENCES
DOI:

 Copyright Info

Creative Commons License

Copyright: The Authors. This is an open access article distributed under the terms of the Creative Commons Attribution License CC-BY 4.0., which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

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 How to Cite
Nguyen, T., Pham, A., Pham, H., & Le, H. (2024). Copper promoted, direct sulfenylation of n-aryl pyrazoles. Science and Technology Development Journal, 27(Online First), In press. Retrieved from http://stdj.scienceandtechnology.com.vn/index.php/stdj/article/view/4279

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