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Updated: Jul 12, 2026

Electrochemically and Bioelectrochemically Induced Ammonium Recovery
Published on: January 22, 2015
Self-terminating, oxidative radical cyclizations: a novel reaction of acyloxyl radicals
1Institut für Organische Chemie der Universität Kiel, Olshausenstrasse 40, 24098 Kiel, Germany.
Abstract:
Acyloxyl radicals RC(O)O* (with R = alkyl, aryl) could be trapped through addition to cyclic and open-chain alkynes, where they were found to act as a donor of oxygen atoms. Mechanistically, this radical oxygenation proceeded through a transannular or intramolecular, respectively, radical cyclization cascade, which was finally terminated by release of an acyl radical RC*(O). The reaction led to stereoselective formation of cyclized products, which contained a carbonyl group at the former site of the alkyne triple bond.
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