CONDENSED ISOQUINOLINES. 38. AZOLO[<i>b</i>]ISOQUINOLINES FROM 2-(HALOMETHYL)BENZOIC ACID DERIVATIVES
DOI:
https://doi.org/10.1007/1443Keywords:
benzimidazo[1, 2-b]isoquinoline, 2-(bromomethyl)benzoate, 2-(bromomethyl)benzonitrile, imidazo[1, cyclizationAbstract
On interacting 2-(chloromethyl)-, 2-(bromomethyl)benzonitrile or methyl 2-(bromomethyl)benzoate with 1-R-1H-imidazoles and 1-R-1H-benzimidazoles quaternary diazolium salts are formed, the heating of which with bases (K2CO3, Et3N) led to the intramolecular acylation products, 1-alkyl-10-amino-1H‑imidazo[1,2-b]isoquinolin-4-ium halides, 5-alkyl-6-amino-5H-benzimidazo[1,2-b]isoquinolin-12-ium halides, or 1-alkyl-1H-imidazo[1,2-b]isoquinolin-4-ium-10-olate halides.
Authors: V. A. Kovtunenko, L. M. Potikha, V. V. Sypchenko, A. I. Dmukhovsky, and A. V. Shelepyuk
English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 996-1005