Oxidative Radical Cyclization–Cyclization Reaction Leading to 1H-Benzo[f]isoindole Derivatives

The synthesis of 1H-benzo[f]isoindole derivatives was achieved by the cascade radical cyclization–cyclization reaction of the active methine substrate having an allyl group and phenyl group as different two radical acceptors. This oxidative transformation proceeded by using iron(III) chloride FeCl3...

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Bibliographic Details
Published in:MolBank 2017-03, Vol.2017 (1), p.M929
Main Authors: Yoshioka, Eito, Miyabe, Hideto
Format: Article
Language:English
Subjects:
benzoisoindole
Chemical synthesis
Chromatography
cyclization
Derivatives
Ferric chloride
Free radicals
iron
Iron chlorides
oxidation
radical
Substrates
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Summary:The synthesis of 1H-benzo[f]isoindole derivatives was achieved by the cascade radical cyclization–cyclization reaction of the active methine substrate having an allyl group and phenyl group as different two radical acceptors. This oxidative transformation proceeded by using iron(III) chloride FeCl3 as a mild oxidant via the intramolecular radical addition to the allyl group followed by the second radical addition to the phenyl group.
ISSN:1422-8599
1422-8599
DOI:10.3390/M929