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Updated: Feb 5, 2026

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Selective Construction of Xanthate-Functionalized Allylic Sulfonyl Fluorides via a Three-Component Process.

Monday Peter Ajisafe1, Idrees Idrees Aliyu1, Bright Bassey Oyom2

  • 1School of Materials Science and Engineering, Wuhan University of Technology, Wuhan 430070, China.

The Journal of Organic Chemistry
|February 3, 2026
PubMed
Summary

A new one-pot method synthesizes novel xanthate-functionalized allylic sulfonyl fluorides using alcohols, carbon disulfide, and 2-chloroprop-2-ene-1-sulfonyl fluoride (CESF). This efficient process shows promise for medicinal chemistry applications.

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Area of Science:

  • Organic Chemistry
  • Medicinal Chemistry

Background:

  • Sulfonyl fluorides are versatile building blocks in organic synthesis.
  • Sulfur (VI) fluoride exchange (SuFEx) click chemistry offers efficient molecular construction.
  • Novel functionalized sulfonyl fluorides are needed for drug discovery.

Purpose of the Study:

  • To develop a novel one-pot protocol for synthesizing xanthate-functionalized allylic sulfonyl fluorides.
  • To explore the utility of these novel compounds in subsequent SuFEx reactions.
  • To demonstrate the modification of natural and pharmaceutical compounds using the synthesized molecules.

Main Methods:

  • A one-pot reaction involving alcohols, carbon disulfide, and 2-chloroprop-2-ene-1-sulfonyl fluoride (CESF).
  • Purification and characterization of the synthesized xanthate-functionalized allylic sulfonyl fluorides.
  • Subsequent Sulfur (VI) fluoride exchange (SuFEx) reactions and compound modifications.

Main Results:

  • Selective synthesis of novel xanthate-functionalized allylic sulfonyl fluorides.
  • High isolated yields achieved, up to 99%.
  • Remarkable efficiency in subsequent SuFEx transformations and compound modifications.

Conclusions:

  • The developed one-pot protocol provides efficient access to valuable xanthate-functionalized allylic sulfonyl fluorides.
  • The synthesized compounds are highly effective in SuFEx click chemistry.
  • This methodology holds significant potential for applications in biological and medicinal chemistry.