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

Budde, Simon and Goerdeler, Felix and Floss, Johannes and Kreitmeier, Peter and Hicks, Elliot F. and Moscovitz, Oren and Seeberger, Peter H. and Davies, Huw M. L. and Reiser, Oliver (2020) Visible-light mediated oxidative ring expansion of anellated cyclopropanes to fused endoperoxides with antimalarial activity. ORGANIC CHEMISTRY FRONTIERS, 7 (14). pp. 1789-1795. ISSN 2052-4129,

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: PHOTOINDUCED ELECTRON-TRANSFER; CYCLOADDITION REACTIONS; PHOTOOXYGENATION; 1,2-DIARYLCYCLOPROPANES; ANNULATION; FURANS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 18 Mar 2021 07:47
Last Modified: 18 Mar 2021 07:47
URI: https://pred.uni-regensburg.de/id/eprint/44188

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