Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 3, Pages 1311-1316Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo3027033
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Funding
- Department of Chemistry, University of Oslo
- Norwegian Research Council
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A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines, which easily can be oxidized to fully aromatic compounds by air in the presence of UV light or by DDQ.
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