Abstract
The steric and electronic structures of 2-substituted 4-oxo- and 4-thioxospiro(benzo[h]quinazoline-5,1′-cycloalkanes and their deprotonated forms have been calculated by the semiempirical PM-3 quantum chemical method. Using the conclusions of limiting orbital theory, a quantum chemical explanation has been derived, based on the calculations made, for the selectivity of alkylation of the systems investigated.
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A. L. Mndzhoyan Institute of Fine Organic Chemistry, Armenian Academy of Sciences, Erevan 375014, Armenia. M. V. Lomonosov Moscow State University, Moscow 119899, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1118–1124, August, 1998.
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Karapetyan, K.V., Terenin, V.I., Markosyan, A.I. et al. Quantum chemical study of 2-substituted 4-oxo-and 4-thioxospiro(benzo[h]quinazoline-5,1′-cycloalkanes) in alkylation reactions. Chem Heterocycl Compd 34, 964–970 (1998). https://doi.org/10.1007/BF02311334
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DOI: https://doi.org/10.1007/BF02311334