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.
The Vilsmeier-Haack formylation of 2,3-dihydro-4H-1,3-benzoxazin-4-ones and isomeric 1,2-dihydro-4H-3,1-benzoxazin-4-ones: An effective approach to functionalized 2H-/4H-chromenes and tetrahydroacridines
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.