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Tolkunov A.S.,L M Litvinenko Institute Of Physical Organic Chemistry And Coal Chemistry | Mazepa A.V.,Av Bogatsky Physico Chemical Institute | Palamarchuk G.V.,University of Kharkiv | Shishkin O.V.,University of Kharkiv | And 3 more authors.
Monatshefte fur Chemie | Year: 2017

Abstract: New derivatives of 11,12-dihydroquinazolino[3,2-c][2,3]benzodiazepin-14(6H)-one have been synthesized. 11-(2-Thienyl)- and 11-(5-R-2-furyl)-substituted compounds were prepared by the Pictet–Spengler reaction of 3-amino-2-(3,4-dimethoxybenzyl)quinazolin-4(3H)-one with heterocyclic aldehydes in aprotic media. Their chemical structures were confirmed by 1H and 13C NMR spectroscopy and mass spectrometry. We observed the opening of diazepine ring in 8,9-dimethoxy-11-(5-chloro-2-furyl)-11,12-dihydroquinazolino[3,2-c][2,3]benzodiazepin-14(6H)-one when treated with trifluoroacetic acid, and the structure of the product was determined by NMR (1H, 13C, HSQC, HMBC experiments) and mass spectrometry data. The crystal structure of 3-amino-2-[4,5-dimethoxy-2-[(5-oxofuran-2(5H)-yliden)methyl]benzyl]quinazolin-4(3H)-one was confirmed by single-crystal X-ray analysis. Graphical abstract: [Figure not available: see fulltext.] © 2017, Springer-Verlag Wien.

Farat O.K.,Ukrainian State University of Chemical Technology | Farat O.K.,Moscow State University | Markov V.I.,Ukrainian State University of Chemical Technology | Varenichenko S.A.,Ukrainian State University of Chemical Technology | And 2 more authors.
Tetrahedron | Year: 2015

We found that 1,3- and isomeric 3,1-benzoxazin-4-ones react with the Vilsmeier reagent in vastly different ways. Thus, either 2H- or 4H-chromenes were obtained in good yields when 1,3-benzoxazin-4-ones were reacted at 75-80 °C, while the formylation of 3,1-benzoxazines at ambient temperature leads to acridine-9-one or 9-chloroacridine derivatives, depending on the amount of Vilsmeier reagent and the nature of substrate. © 2015 Elsevier Ltd. All rights reserved.

Smola S.,Av Bogatsky Physico Chemical Institute | Rusakova N.,Av Bogatsky Physico Chemical Institute | Korovin Yu.,Av Bogatsky Physico Chemical Institute
Journal of Coordination Chemistry | Year: 2011

New heteronuclear Ln(III)-Bi(III) complexes (Ln = Nd, Eu, Tb, Yb, Lu) with ethylenediamine-N,N,N′,N′-tetraacetic (H4edta), trans-1,2- cyclohexane-diamine-N,N,N′,N′-tetraacetic (H4cdta), diethylenetriamine-N,N,N′,N″,N″-pentaacetic (H 5dtpa), and triethylenetetraamine-N,N,N′,N″,N‴, N‴-hexaacetic (H6ttha) acids have been synthesized with a different synthetic approach. Bi(III) is a sensitizer of the 4f-luminescence in visible and near IR region. Emission spectra of Eu(III)-Bi(III) complexes were studied and the asymmetry of Eu(III) coordination environment was estimated, in good agreement with molecular models. The complexes synthesized by self-assembly are characterized by higher values of the 4f-luminescence quantum yield than other Ln(III)-Bi(III) complexes. © 2011 Taylor & Francis.

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