Catalytic methods for the synthesis of previously unknown 2,9-disubstituted 3bR*,7aR*,10bR*,14aR*-cis-14c,14d-perhydro-2,3a,7b,9,10a,14b-hexaazadibenzotetracenes have been developed. The structures were established by 1D (1H, 13C) and 2D (COSY, HSQC, HMBC) NMR spectroscopy, MALDI TOF/TOF mass spectrometry, and X-ray diffraction analysis. Primary screening of the synthesized perhydro hexaazadibenzotetracenes for antitumor activity was carried out.
The first synthesis of 2,9-disubstituted cis-2,3а,7b,9,10a,14b-hexaazaperhydrodibenzotetracenes has been accomplished through intermolecular heterocyclization of N,N-bis(methoxymethyl)alkylamines with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of SmCl3·6H2O catalyst or by recyclization of 1,3,5-tricycloalkyl-1,3,5-triazinanes with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of NiCl2·6H2O catalyst. The structures were established by 1D (1H, and 13C) and 2D (HSQC, HMBC, COSY, NOESY) NMR spectroscopy, MALDI TOF/TOF mass spectrometry, and X-ray diffraction analyses.
1 July 2018 in Russian Journal of Organic Chemistry
A one-pot procedure has been developed for the synthesis of 2,7-diaryl(hetaryl)-4,9-dimethylperhydro- 2,3a,5a,7,8a,10a-hexaazapyrenes by cyclocondensation of aren(hetaren)amines with formaldehyde and...
The first synthesis of N-substituted tetrahydro-4b,5a,10b,12,13a-pentaazadibenzo[a,h]cyclohepta[1,2,3,4-def]fluorenes has been successfully accomplished via ring transformation reaction of 1,3,5-tricycloalkyl-1,3,5-triazinanes with octahydro-2,2′-biquinazoline in the presence of NiCl2·6H2O as a catalyst. The structure was established on the basis of spectral data, mainly 1D (1H, 13C) and 2D (HSQC, HMBC, COSY) NMR spectra, and X-ray diffraction data. Hirshfeld surface analysis was used to study intermolecular interactions in the crystal.