Related Experiment Video
Updated: Jun 23, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Antimalarial peroxide dyads from natural artemisinin and hydroxyalkylated 1,2,4-trioxanes
Axel G Griesbeck1, Jörg Neudörfl, Achim Hörauf
1Department of Chemstry, Organic Chemistry, University of Cologne, Greinstrasse 4, 50939 Köln, Germany. griesbeck@uni-koeln.de
Abstract:
Three synthetic approaches to highly antimalarial peroxide dyads that are composed of the natural artemisinin part (either as dihydroartemisinin or artesunic acid components) and synthetic 1,2,4-trioxanes linked by ether or ester bridges are described. Photooxygenation is the key step to introduce the trioxane group initially or at the end of the reaction sequence, respectively. Dihydroartemisinin or artesunate coupling to hydroxyethyltrioxanes are the two processes that use intact peroxide units from the beginning, whereas the dihydroartemisinin-coupling to an allylic alcohol is a postphotooxygenation route, where the second trioxane ring is installed in the last step of the procedure.
Related Concept Videos
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Antiprotozoal Agents
Autoxidation of Ethers to Peroxides and Hydroperoxides
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate

