title: Cyclization of 1-benzyl-1,2-dihydro-2-(substituted methylene)quinolines to pyrrolo[1,2-a]quinoline derivatives.
abstract: 1-Alkyl-2-alkylthioquinolinium salts were prepared from 1-alkyl-2(1H)-quinolones via 1-alkyl-2(1H)-thioquinolones in two steps. Under mild conditions, the reaction of 1-alkyl-2-alkylthioquinolinium iodides with active methylene compounds in the presence of sodium hydride afforded 1-alkyl-1,2-dihydro-2-(substituted methylene)quinolines in good yields. The cyclization of 1-benzylquinolines using acetic anhydride produced the corresponding pyrrolo[1,2-a]quinoline derivatives.
authors.affiliation: Tohoku Pharmaceutical University, Komatsushima, Sendai, Japan. refujita@tohoku-pharm.ac.jp
authors.forename: Reiko
authors.initials: R
authors.lastname: Fujita
authors.forename: Masato
authors.initials: M
authors.lastname: Hoshino
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomisawa
mesh_terms: D000089:Acetic Anhydrides; D002855:Chromatography, Thin Layer; D003500:Cyclization; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011758:Pyrroles / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000089:Acetic Anhydrides; D007202:Indicators and Reagents; D011758:Pyrroles; D011804:Quinolines; C031800:acetic anhydride