title: Application of coupling reaction between lithiated toluamide and benzonitrile for the synthesis of phenolic benzo[c]phenanthridine alkaloid, oxyterihanine.
abstract: The total synthesis of the natural phenolic benzo[c]phenanthridine alkaloid, oxyterihanine, was accomplished via substituted 3-arylisoquinoline intermediate. The key reaction was a coupling between the o-toluamide 4 and the benzonitrile 5.
authors.affiliation: College of Pharmacy, Research Institute of Drug Development, Chonnam National University, Gwangju 500-757, Korea.
authors.forename: Nguyen
authors.initials: N
authors.lastname: Le Thanh
authors.forename: Hue Thi My
authors.initials: HT
authors.lastname: Van
authors.forename: Suh-Hee
authors.initials: SH
authors.lastname: Lee
authors.forename: Hyun Jin
authors.initials: HJ
authors.lastname: Choi
authors.forename: Kwang Youl
authors.initials: KY
authors.lastname: Lee
authors.forename: Bok Yun
authors.initials: BY
authors.lastname: Kang
authors.forename: Won-Jea
authors.initials: WJ
authors.lastname: Cho
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D001549:Benzamides / Q000737:chemistry*; D003500:Cyclization; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009570:Nitriles / Q000737:chemistry*; D010617:Phenanthridines / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D032106:Zanthoxylum / Q000737:chemistry
chemical_list: D000470:Alkaloids; D001549:Benzamides; D007202:Indicators and Reagents; D009570:Nitriles; D010617:Phenanthridines; C527052:oxyterihanine; C014356:benzonitrile