title: 6-Aroylated phenanthridines via base promoted homolytic aromatic substitution (BHAS).
abstract: Readily accessible 2-isocyanobiphenyls react with aromatic aldehydes via base promoted homolytic aromatic substitution (BHAS) to give 6-aroylated phenanthridines. Reactions occur via addition of acyl radicals to the isonitrile functionality and subsequent intramolecular BHAS of the intermediate imidoyl radicals. Initiation of the radical chain reaction is best achieved with small amounts of FeCl3 (0.4 mol %), and the commercially available and cheap tBuOOH is used as the oxidant.
authors.affiliation: Fachbereich Chemie, Organisch-Chemisches Institut, Westfälische Wilhelms-Universität , Corrensstrasse 40, 48149 Münster, Germany.
authors.forename: Dirk
authors.initials: D
authors.lastname: Leifert
authors.forename: Constantin Gabriel
authors.initials: CG
authors.lastname: Daniliuc
authors.forename: Armido
authors.initials: A
authors.lastname: Studer
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D010617:Phenanthridines