This article is cited in 11 papers

Communications

Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane

E. B. Rakhimova, V. Yu. Kirsanov, E. S. Meshcheryakova, A. G. Ibragimov, U. M. Dzhemilev

Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

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.

Keywords: polyazapolycycles, catalysis, heterocyclization, trans-1,2-diaminocyclohexane, tetraazatetracenes, hexaazadibenzotetracenes.

Language: English

DOI: 10.1016/j.mencom.2020.05.015

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