CYCLOADDITION IN CONDENSED ISOINDOLES. 1. PREPARATION OF 2-ARYL-3-METHYL-4-OXO-3,4-DIHYDROQUINAZOLINE

Abstract

Reaction of 6-methyl-5,6-dihydroisoindolo[2,1-a]quinazolin-5-one with maleimide derivatives has been studied under conditions of thermodynamic control. X-ray diffraction structural analysis showed that the reaction products are 2{2-[(E)-1-R-2,5-dioxopyrrolidinidenemethyl]phenyl}-3-methyl-4-oxo-3,4-dihydro-quinazolines. These products are supposed to be formed by rearrangement of the corresponding Diels – Alder adducts formed involving the isoindole part of the molecule.

Authors: Z. V. Voitenko, V. P. Samoilenko, V. A. Kovtunenko, V. Yu. Gurkevich, A. K. Tyltin, M. V. Shcherbakov, and O. V. Shishkin.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (5), pp 600-607

http://link.springer.com/article/10.1007/BF02324646