CONDENSED ISOQUINOLINES. 38. AZOLO[<i>b</i>]ISOQUINOLINES FROM 2-(HALOMETHYL)BENZOIC ACID DERIVATIVES

Authors

  • В. А. Ковтуненко
  • Л. М. Потиха
  • В. В. Сыпченко
  • А. И. Дмуховский
  • А. В. Шелепюк

DOI:

https://doi.org/10.1007/1443

Keywords:

benzimidazo[1, 2-b]isoquinoline, 2-(bromomethyl)benzoate, 2-(bromomethyl)benzonitrile, imidazo[1, cyclization

Abstract

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

http://link.springer.com/article/10.1007/s10593-011-0866-1

Published

2014-01-09

Issue

Section

Original Papers