Five-Membered Rings With Three Oxygen or Sulfur Atoms in 1,2,4-Positions

Keng Yoon Yeong, Liam Stephens, Irene Ling

Research output: Chapter in Book/Report/Conference proceedingChapter (Book)Otherpeer-review


This article focuses on five-membered heterocyclic compounds with three oxygen or sulfur atoms in 1,2,4-positions and their characterization, reactivities and applications are discussed. Specifically, the two main scaffolds reported in this article are 1,2,4-trioxolanes and 1,2,4-trithiolanes. The methods that are used for characterization of these compounds include X-ray diffraction, nuclear magnetic resonance, mass spectrometry and other spectroscopic methods such as IR and Raman. The reactivity of 1,2,4-trioxolanes and 1,2,4-trithiolanes has been dominated by their thermal and photochemical decompositions. In recent years, the derivatives of 1,2,4-trioxolane and 1,2,4-trithiolane have been increasingly investigated for drug discovery application especially as antimalarial agents.

Original languageEnglish
Title of host publicationComprehensive Heterocyclic Chemistry IV
Subtitle of host publicationA Review of the Literature 2008-2021
EditorsJason A. Smith
Number of pages36
ISBN (Electronic)9780128186565
ISBN (Print)9780128186558
Publication statusPublished - 2022


  • Antimalarial
  • Five-membered ring
  • Heterocyclic
  • Oxygen
  • Ozonides
  • Ozonolysis
  • Photolysis
  • Sulfur
  • Thermolysis
  • Trioxolane
  • Trithiolane

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