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Cycloaddition in condensed isoindoles 1. Preparation of 2-aryl-3-methyl-4-oxo-3,4-dihydroquinazoline

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Chemistry of Heterocyclic Compounds Aims and scope

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-dihydroquinazolines. These products are supposed to be formed by rearrangement of the corresponding Diels-Alder adducts formed involving the isoindole part of the molecule.

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Authors
  1. Z. V. Voitenko
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  2. V. P. Samoilenko
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  3. V. A. Kovtunenko
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  4. V. Yu. Gurkevich
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  5. A. K. Tyltin
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  6. M. V. Shcherbakov
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  7. O. V. Shishkin
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Additional information

Taras Shevchenko Kiev University, 252033 Kiev, Ukraine; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 669–677, May, 1999.

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Voitenko, Z.V., Samoilenko, V.P., Kovtunenko, V.A. et al. Cycloaddition in condensed isoindoles 1. Preparation of 2-aryl-3-methyl-4-oxo-3,4-dihydroquinazoline. Chem Heterocycl Compd 35, 600–607 (1999). https://doi.org/10.1007/BF02324646

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  • DOI: https://doi.org/10.1007/BF02324646

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