Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/112214
Title: Oxidative Aromatization of 4,7-dihydro-6-nitroazolo[1,5-a] Pyrimidines: Synthetic Possibilities and Limitations, Mechanism of Destruction, and the Theoretical and Experimental Substantiation
Authors: Lyapustin, D. N.
Ulomsky, E. N.
Balyakin, I. A.
Shchepochkin, A. V.
Rusinov, V. L.
Chupakhin, O. N.
Issue Date: 2021
Publisher: MDPI AG
MDPI AG
Citation: Oxidative Aromatization of 4,7-dihydro-6-nitroazolo[1,5-a] Pyrimidines: Synthetic Possibilities and Limitations, Mechanism of Destruction, and the Theoretical and Experimental Substantiation / D. N. Lyapustin, E. N. Ulomsky, I. A. Balyakin et al. // Molecules. — 2021. — Vol. 26. — Iss. 16. — 4719.
Abstract: The reaction tolerance of the multicomponent process between 3-aminoazoles, 1-morpholino2-nitroalkenes, and aldehydes was studied. The main patterns of this reaction have been established. Conditions for the oxidation of 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines were selected. Previous claims that the 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines could not be aromatised have now been refuted. Compounds with an electron-donor substituent at position seven undergo decomposition during oxidation. The phenomenon was explained based on experimental data, electro-chemical experiment, and quantum-chemical calculation. The mechanism of oxidative degradation has been proposed. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.
Keywords: AZOLO[1,5-A]PYRIMIDINES
MULTICOMPONENT REACTIONS
NITRO COMPOUNDS
NITRO-SYNTHONS
OXIDATION
OXIDATIVE DESTRUCTION
SYNTHESIS OF HETEROCYCLES
URI: http://hdl.handle.net/10995/112214
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85112029923
PURE ID: 22979922
ISSN: 1420-3049
metadata.dc.description.sponsorship: Funding: The synthetic part was supported by the Ministry of Science and Higher Education of the Russian Federation, State Contract no FEUZ-2020-0058 (H687.42B.223/20). The electrochemical research and the quantum chemical calculations was funded by Russian Foundation for Basic Research (RFBR), project number 20-03-00814.
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

Files in This Item:
File Description SizeFormat 
2-s2.0-85112029923.pdf4,71 MBAdobe PDFView/Open


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.