Standard

Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features. / Osmanov, Vladimir K.; Chipinsky, Evgeniy V.; Khrustalev, Victor N.; Novikov, Alexander S.; Askerov, Rizvan Kamiloglu; Chizhov, Alexander O.; Borisova, Galina N.; Borisov, Alexander V.; Grishina, Maria M.; Kurasova, Margarita N.; Kirichuk, Anatoly A.; Peregudov, Alexander S.; Kritchenkov, Andreii S.; Tskhovrebov, Alexander G.

In: Molecules, Vol. 27, No. 18, 5799, 07.09.2022.

Research output: Contribution to journalArticlepeer-review

Harvard

Osmanov, VK, Chipinsky, EV, Khrustalev, VN, Novikov, AS, Askerov, RK, Chizhov, AO, Borisova, GN, Borisov, AV, Grishina, MM, Kurasova, MN, Kirichuk, AA, Peregudov, AS, Kritchenkov, AS & Tskhovrebov, AG 2022, 'Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features', Molecules, vol. 27, no. 18, 5799. https://doi.org/10.3390/molecules27185799

APA

Osmanov, V. K., Chipinsky, E. V., Khrustalev, V. N., Novikov, A. S., Askerov, R. K., Chizhov, A. O., Borisova, G. N., Borisov, A. V., Grishina, M. M., Kurasova, M. N., Kirichuk, A. A., Peregudov, A. S., Kritchenkov, A. S., & Tskhovrebov, A. G. (2022). Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features. Molecules, 27(18), [5799]. https://doi.org/10.3390/molecules27185799

Vancouver

Author

Osmanov, Vladimir K. ; Chipinsky, Evgeniy V. ; Khrustalev, Victor N. ; Novikov, Alexander S. ; Askerov, Rizvan Kamiloglu ; Chizhov, Alexander O. ; Borisova, Galina N. ; Borisov, Alexander V. ; Grishina, Maria M. ; Kurasova, Margarita N. ; Kirichuk, Anatoly A. ; Peregudov, Alexander S. ; Kritchenkov, Andreii S. ; Tskhovrebov, Alexander G. / Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features. In: Molecules. 2022 ; Vol. 27, No. 18.

BibTeX

@article{2382b8de2bed4ee7aac34b101f23ef91,
title = "Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features",
abstract = "A practical method for the synthesis of 2-selenoxo-1,2,3,4-tetrahydro-4-quinazolinone was reported. The latter compounds were found to undergo facile oxidation with H2O2 into corresponding diselenides. Novel organoselenium derivatives were characterized by the 1H, 77Se, and 13C NMR spectroscopies, high-resolution electrospray ionization mass spectrometry, IR, elemental analyses (C, H, N), and X-ray diffraction analysis for several of them. Novel heterocycles exhibited multiple remarkable chalcogen bonding (ChB) interactions in the solid state, which were studied theoretically.",
keywords = "chalcogen bonding, cyclization, heterocycles, isoselenocyanates, quinazolinones, selenium, Organoselenium Compounds, Quinazolinones, Cyclization, ortho-Aminobenzoates, Hydrogen Peroxide, Chalcogens",
author = "Osmanov, {Vladimir K.} and Chipinsky, {Evgeniy V.} and Khrustalev, {Victor N.} and Novikov, {Alexander S.} and Askerov, {Rizvan Kamiloglu} and Chizhov, {Alexander O.} and Borisova, {Galina N.} and Borisov, {Alexander V.} and Grishina, {Maria M.} and Kurasova, {Margarita N.} and Kirichuk, {Anatoly A.} and Peregudov, {Alexander S.} and Kritchenkov, {Andreii S.} and Tskhovrebov, {Alexander G.}",
note = "Publisher Copyright: {\textcopyright} 2022 by the authors.",
year = "2022",
month = sep,
day = "7",
doi = "10.3390/molecules27185799",
language = "English",
volume = "27",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "18",

}

RIS

TY - JOUR

T1 - Facile Access to 2-Selenoxo-1,2,3,4-tetrahydro-4-quinazolinone Scaffolds and Corresponding Diselenides via Cyclization between Methyl Anthranilate and Isoselenocyanates: Synthesis and Structural Features

AU - Osmanov, Vladimir K.

AU - Chipinsky, Evgeniy V.

AU - Khrustalev, Victor N.

AU - Novikov, Alexander S.

AU - Askerov, Rizvan Kamiloglu

AU - Chizhov, Alexander O.

AU - Borisova, Galina N.

AU - Borisov, Alexander V.

AU - Grishina, Maria M.

AU - Kurasova, Margarita N.

AU - Kirichuk, Anatoly A.

AU - Peregudov, Alexander S.

AU - Kritchenkov, Andreii S.

AU - Tskhovrebov, Alexander G.

N1 - Publisher Copyright: © 2022 by the authors.

PY - 2022/9/7

Y1 - 2022/9/7

N2 - A practical method for the synthesis of 2-selenoxo-1,2,3,4-tetrahydro-4-quinazolinone was reported. The latter compounds were found to undergo facile oxidation with H2O2 into corresponding diselenides. Novel organoselenium derivatives were characterized by the 1H, 77Se, and 13C NMR spectroscopies, high-resolution electrospray ionization mass spectrometry, IR, elemental analyses (C, H, N), and X-ray diffraction analysis for several of them. Novel heterocycles exhibited multiple remarkable chalcogen bonding (ChB) interactions in the solid state, which were studied theoretically.

AB - A practical method for the synthesis of 2-selenoxo-1,2,3,4-tetrahydro-4-quinazolinone was reported. The latter compounds were found to undergo facile oxidation with H2O2 into corresponding diselenides. Novel organoselenium derivatives were characterized by the 1H, 77Se, and 13C NMR spectroscopies, high-resolution electrospray ionization mass spectrometry, IR, elemental analyses (C, H, N), and X-ray diffraction analysis for several of them. Novel heterocycles exhibited multiple remarkable chalcogen bonding (ChB) interactions in the solid state, which were studied theoretically.

KW - chalcogen bonding

KW - cyclization

KW - heterocycles

KW - isoselenocyanates

KW - quinazolinones

KW - selenium

KW - Organoselenium Compounds

KW - Quinazolinones

KW - Cyclization

KW - ortho-Aminobenzoates

KW - Hydrogen Peroxide

KW - Chalcogens

UR - http://www.scopus.com/inward/record.url?scp=85138390563&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/454c62f6-4963-3d27-820f-0d263888cad9/

U2 - 10.3390/molecules27185799

DO - 10.3390/molecules27185799

M3 - Article

C2 - 36144534

AN - SCOPUS:85138390563

VL - 27

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 18

M1 - 5799

ER -

ID: 99618501