title: Synthesis of carbazoles from N-(N,N-diarylamino)phthalimides with aluminum chloride via diarylnitrenium ions.
abstract: Generation of diarylnitrenium ions from N-(N,N-diarylamino)phthalimides by treatment with AlCl(3) in benzene or in 1,2-dichloroethane leads to formation of carbazoles by intramolecular C-C bond formation. The reaction proceeds in synthetically useful yields.
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan. kikugawa@josai.ac.jp
authors.forename: Y
authors.initials: Y
authors.lastname: Kikugawa
authors.forename: Y
authors.initials: Y
authors.lastname: Aoki
authors.forename: T
authors.initials: T
authors.lastname: Sakamoto
mesh_terms: D000470:Alkaloids / Q000737:chemistry; D000077410:Aluminum Chloride; D017607:Aluminum Compounds; D001554:Benzene / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002712:Chlorides; D002855:Chromatography, Thin Layer; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010797:Phthalimides / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D017607:Aluminum Compounds; D002227:Carbazoles; D002712:Chlorides; D007202:Indicators and Reagents; D010797:Phthalimides; C443728:murrayafoline A; D000077410:Aluminum Chloride; D001554:Benzene