title: Synthesis of phenanthridine derivatives by microwave-mediated cyclization of o-furyl(allylamino)arenes.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, 0315 Oslo, Norway.
authors.forename: Matthew Lovell
authors.initials: ML
authors.lastname: Read
authors.forename: Lise-Lotte
authors.initials: LL
authors.lastname: Gundersen
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003516:Cycloparaffins / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001372:Aza Compounds; D003516:Cycloparaffins; D005663:Furans; D010617:Phenanthridines