Preparation of substituted phenanthridines from the coupling of aryldiazonium salts with nitriles: a metal free approach.
A transition metal free approach for the synthesis of substituted phenanthridines from the coupling reaction of aryldiazonium tetrafluoroborates with nitriles has been developed. This operationally simple protocol proceeds through a substitution of aryldiazonium with nitriles followed by an intramolecular arylation to provide the corresponding phenanthridines in moderate to excellent yields.
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Mani
M
Ramanathan
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Shiuh-Tzung
ST
Liu
D001881:Borates; D001888:Boric Acids / Q000737:chemistry*; D002384:Catalysis; D003979:Diazonium Compounds / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D012492:Salts / Q000737:chemistry*
D001881:Borates; D001888:Boric Acids; D003979:Diazonium Compounds; D008670:Metals; D009570:Nitriles; D010617:Phenanthridines; D012492:Salts; C035176:benzenediazonium; C098759:fluoroboric acid