Abstract:
A one-pot reaction between (±)-trans-1,2-diaminocyclohexane and glyoxal affords intermediate perhydro-1,6,7,12-tetraazatetracene whose further treatment with formaldehyde and (het)arylamines in the presence of YbCl3·6H2O gives 2,9-di(het)aryl substituted (3bR*,7aR*,10bR*,14aR*)-perhydro-2,3a,7b,9,10a,14b-hexaazadibenzo[fg,op]tetracenes with cis-junction of the cycles along the C(14c)–C(14d) bond.
Citation:
E. B. Rakhimova, V. Yu. Kirsanov, E. S. Meshcheryakova, A. G. Ibragimov, U. M. Dzhemilev, “Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane”, Mendeleev Commun., 30:3 (2020), 308–310
Linking options:
https://www.mathnet.ru/eng/mendc1179
https://www.mathnet.ru/eng/mendc/v30/i3/p308
This publication is cited in the following 9 articles:
E. B. Rakhimova, V. Yu. Kirsanov, “Synthesis of new polycyclic adducts based on perhydrotetraazatetracene”, Russ Chem Bull, 73:8 (2024), 2303
Elena B. Rakhimova, Viktor Yu. Kirsanov, “The synthesis of bi(poly)- and macrocyclic derivatives of trans-diaminocyclohexane (microreview)”, Chem Heterocycl Comp, 59:9-10 (2023), 634
E. B. Rakhimova, V. Yu. Kirsanov, U. Sh. Kuzmina, I. V. Galyautdinov, Yu. V. Vakhitova, “Synthesis and cytotoxic activity of new hexaazadibenzotetracenes derived from trans-1,2-diaminocyclohexane”, Mendeleev Commun., 33:1 (2023), 112–114
E. B. Rakhimova, V. Yu. Kirsanov, U. Sh. Kuzmina, Yu. V. Vakhitova, “One-pot multi-component synthesis and cytotoxic activity of terpenoid dimers containing azapolycyclic spacers”, Mendeleev Commun., 33:1 (2023), 64–66
E. B. Rakhimova, V. Yu. Kirsanov, A. G. Ibragimov, “One-Pot Synthesis of 2,9-Bis(halophenyl)-Substituted Perhydrohexaazadibenzotetracenes”, Russ J Org Chem, 58:3 (2022), 322
Victor Yu. Kirsanov, Elena B. Rakhimova, “Recent Advances in the Chemistry of Saturated Annulated Nitrogen-Containing Polycyclic Compounds”, IJMS, 23:24 (2022), 15484
D. A. Kulagina, S. V. Sysolyatin, “Effect of pH on the reaction outcome between tetraacetyl hexaazaisowurtzitane and aldehydes”, Mendeleev Commun., 32:3 (2022), 347–348
Elena B. Rakhimova, Victor Yu. Kirsanov, Ekaterina S. Mescheryakova, Lilya U. Dzhemileva, Vladimir A. D'yakonov, Askhat G. Ibragimov, Usein M. Dzhemilev, “Synthesis and cytotoxic activity of new annulated furazan derivatives”, Mendeleev Communications, 31:3 (2021), 362
V. V. Baranov, Ya. A. Barsegyan, Yu. A. Strelenko, V. A. Karnoukhova, A. N. Kravchenko, “New cage-fused polyaza polycyclic systems based on thioglycolurils and alkanediamines”, Mendeleev Commun., 30:4 (2020), 479–481
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