CONDENSED ISOQUINOLINES. 24. REACTION OF 6,11-DIHYDRO-13H-ISOQUINO[3,2-<i>b</i>]QUINAZOLIN-13-ONE WITH CARBONYL COMPOUNDS

Abstract

The reaction of 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-one with carbonyl compounds occurs at the C(6) and/or N(5) atoms depending on the nature of the  reagent and the conditions. Condensation with aldehydes gives 6-arylidene-6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones. Acylation using acid anhydrides or acid chlorides gave 5-acyl-, 6-acyl-, and 5,6-diacyl-5,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones depending again  on the reaction conditions. Acylation using chloroacetyl chloride is accompanied by an intramolecular alkylation to give 7H,8H-2a,7a-diaza-cyclopenta[f,g]naphthacene-1,7(2H)-dione. Phenyl isocyanate gave the derivative containing a CONHPh group at position 6.

How to Cite
Potikha, L. M.; Kovtunenko, V. A.  Chem. Heterocycl. Compd. 2007, 43, 1280. [Khim. Geterotsikl. Soedin. 2007, 1509.]

For this article in the English edition see DOI 10.1007/s10593-007-0195-6