CONDENSED ISOQUINOLINES. 29. OXIDATION REACTIONS OF 5-ARYL-7,12-DIHYDROISOQUINO[2,3-<i>a<i/>]QUINAZOLINIUM SALTS

Authors

  • Л. М. Потиха Taras Shevchenko National University, Kiev 01033
  • В. М. Кисиль Taras Shevchenko National University, Kiev 01033
  • А. В. Туров Taras Shevchenko National University, Kiev 01033
  • В. А. Ковтуненко Taras Shevchenko National University, Kiev 01033

DOI:

https://doi.org/10.1007/7007

Keywords:

5-arylisoquino[2, 3-a]quinazoline, isoquinolines, condensed quinazolines, borohydride reduction, oxidation, oxidative coupling

Abstract

5-Aryl-7,12-dihydroisoquino[2,3-a]quinazolinium perchlorates are readily oxidized by atmospheric oxygen to form the products of oxidative coupling 5,5'-bis(aryl)-3,3’-dihalo[7,7']bi[isoquino-[2,3-a]quinazoline-13,13'-diylium perchlorates.  Heating 3-chloro-5-phenyl-7,12-dihydroisoquino-[2,3-a]quinazolinium perchlorate in nitrobenzene gives the 3-chloro-5-phenylisoquino[2,3-a]quin-azolin-13-ium perchlorate. The aromatic 5-arylisoquino[2,3-a]quinazoline derivatives obtained react with nucleophilic reagents to form addition products at the C-12 atom.

How to Cite
Potikha, L. M.; Kisil, V. M.; Turov, A. V.; Kovtunenko, V. A. Chem. Heterocycl. Compd. 2008, 44, 330. [Khim. Geterotsikl. Soedin. 2008, 428.]

For this article in the English edition see DOI 10.1007/s10593-008-0049-x

Published

2022-08-22

Issue

Section

Original Papers