Abstract
Relying on the values of the energy of the highest occupied molecular orbitals calculated ab initio a series of reactivity was established for ylides isomeric to 10-methyl-9,10-dihydroacridine, dibenzopyran, dibenzothiopyran, 1,3-benzodithiol, and the tentative threshold value was determined for imines reaction with the mentioned heterocycles. One- or two-stage imines interaction with 10-methyl-9,10-dihydroacridine or dibenzopyran was confirmed by two reactions of ionic hydroheterylation of N-benzylideneaniline in the presence of sodium tetrahydroborate by the cation of 10-methyl-9,10-dihydroacridinium or the cation of dibenzopyrylium.
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Original Russian Text © L.P. Yunnikova, T.V. Makhova, A.L. Yunnikov, V.Yu. Gorokhov, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 749–753.
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Yunnikova, L.P., Makhova, T.V., Yunnikov, A.L. et al. Features of reactions of 10-methyl-9,10-dihydroacridine heteroanalogs with imines. Russ J Org Chem 45, 735–739 (2009). https://doi.org/10.1134/S1070428009050157
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DOI: https://doi.org/10.1134/S1070428009050157