CONDENSED ISOQUINOLINES. 30. ACYLATION AND ALKYLATION OF 5,13-DIHYDRO-11H-ISOQUINO[3,2-<i>b</i>]QUINAZOLIN-11-ONE

Authors

  • Л. М. Потиха Taras Shevchenko Kiev National University, Kiev 01033
  • Р. М. Гуцул Taras Shevchenko Kiev National University, Kiev 01033
  • В. А. Ковтуненко Taras Shevchenko Kiev National University, Kiev 01033
  • Г. Г. Дубинина Taras Shevchenko Kiev National University, Kiev 01033
  • А. А. Толмачев Taras Shevchenko Kiev National University, Kiev 01033

DOI:

https://doi.org/10.1007/7071

Keywords:

2a, 7a-diazacyclopenta[fg]naphthacene, enamines, isoquino[3, 2-b]quinazoline, acylation, alkylation

Abstract

t was shown that 6-acyl-5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-ones are formed when 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one is heated with the chlorides and anhydrides of carboxylic acids in the presence of bases (pyridine, NaOAc) while 5-acyl-5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-ones are formed in the presence of NaH. In the presence of NaH 6-acyl-5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-ones form the products from acylation and alkylation at position 5. The action of heat on 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one in oxalyl chloride leads to 7H,8H-2a,7a-diazacyclopenta[fg]naphthacene-1,2,8-trione.

How to Cite
Potikha, L. M.; Gutsul, R. M.; Kovtunenko, V. A.; Dubinina, G. G.; Tolmachev, A. A.  Chem. Heterocycl. Compd. 2008, 44, 585. [Khim. Geterotsikl. Soedin. 2008, 741.]

For this article in the English edition see DOI 10.1007/s10593-008-0078-5


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Published

2022-09-26

Issue

No. 5 (2008)

Section

Original Papers