Visible-light mediated oxidative ring expansion of anellated cyclopropanes to fused endoperoxides with antimalarial activity

A visible light mediated ring expansion of readily available carbo- and heterocyclic anellated cyclopropanes by molecular oxygen at ambient pressure has been developed. Tolerating a variety of functional groups, the reaction yields fused 1,2-dioxolanes, which were tested for antimalarial activity gi...

Full description

Saved in:
Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2020-07, Vol.7 (14), p.1789-1795
Main Authors: Budde, Simon, Goerdeler, Felix, Floß, Johannes, Kreitmeier, Peter, Hicks, Elliot F, Moscovitz, Oren, Seeberger, Peter H, Davies, Huw M L, Reiser, Oliver
Format: Article
Language:English
Subjects:
Antimalarial activity
Antimalarial agents
Artemisinin
Crystallography
Functional groups
Organic chemistry
Organic compounds
Oxygen
Pressure
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A visible light mediated ring expansion of readily available carbo- and heterocyclic anellated cyclopropanes by molecular oxygen at ambient pressure has been developed. Tolerating a variety of functional groups, the reaction yields fused 1,2-dioxolanes, which were tested for antimalarial activity given their close analogy to the active principle of approved drugs such as artemisinin.
ISSN:2052-4110
2052-4110
DOI:10.1039/d0qo00168f