Synthesis and oxidative transformations of 5,7-bis(4-methoxyphenil)-1,2,3,4,4a,5-hexahydro-13H-benzimidazo[2,1-j]-quinoline
- Authors: Harchenko L.N.1, Мaslov К.V.1, Slabko О.Y.1
-
Affiliations:
- Far-Eastern Federal University
- Issue: Vol 60, No 12 (2024)
- Pages: 1222-1228
- Section: Articles
- URL: https://aspvestnik.ru/0514-7492/article/view/681815
- DOI: https://doi.org/10.31857/S0514749224120066
- EDN: https://elibrary.ru/AQBDPF
- ID: 681815
Cite item
Abstract
1,5-Diketone, obtained by the reaction of 4,4′-dimethoxychalcone with cyclohexanone, interacts with o-phenylenediamine to give 5,7-bis(4-methoxyphenyl)-1,2,3,4,4,4a,5-hexahydro-13H-benzimidazo[2,1-j]quinoline. Oxidation and oxidative coupling reactions with some primary amines and benzoylacetonitrile have been studied, resulting in the formation of heterocyclic p-quinonoid compounds.
Full Text

About the authors
L. N. Harchenko
Far-Eastern Federal University
Email: slabko.oyu@dvfu.ru
Russian Federation, Universitetskii pr., L901, Russky Island, Vladivostok, 690922
К. V. Мaslov
Far-Eastern Federal University
Email: slabko.oyu@dvfu.ru
ORCID iD: 0000-0001-6760-2733
Russian Federation, Universitetskii pr., L901, Russky Island, Vladivostok, 690922
О. Yu. Slabko
Far-Eastern Federal University
Author for correspondence.
Email: slabko.oyu@dvfu.ru
ORCID iD: 0000-0002-4463-1555
Russian Federation, Universitetskii pr., L901, Russky Island, Vladivostok, 690922
References
- Бегунов Р.С., Рызванович Г.А. Усп. хим. 2013, 82, 77–97. doi: 10.1070/RC2013v082n01ABEH004295
- Еремеева Л.М., Московкина Т.В., Василенко Ю.В., Саверченко А.Н., Каминский В.А., Тиличенко М.Н. ХГС. 1979, 240–245. [Eremeeva L.M., Moskovkina T.V., Vasilenko Y.V., Saverchenko A.N., Kaminskii V.A., Tilichenko M.N. Chem. Heterocycl. Compd., 1979, 15, 202–207]. doi: 10.1007/BF00480368
- Zimmermann A., Kainz K., Hofer S.J., Bauer M.A., Schroeder S., Dengjel J., Pietrocola F., Kepp O., Ruckenstuhl C., Eisenberg T., Sigrist S.J., Madeo F., Carmona-Gutierres D., Kroemer G. Autophagy. 2019, 15, 1662–1664. doi: 10.1080/15548627.2019.1632623
- Carmona-Gutierres D., Zimmermann A., Kainz K., Pietrocola F., Chen G., Magliony S., Schiavi A., Nah J., Mertel S., Beuschel C.B., Castoldi F., Sica V., Trausinger G., Raml R., Sommer C., Schroeder S., Hofer S.J., Bauer M., Pendl T., Tadic J., Dammbrueck C., Hu Z., Ruckenstuhl C., Eisenberg T., Durand S., Bossut N., Aprahamian F., Abdellatif M., Sedej S., Enot D.P., Wolinski J., Kepp O., Magnes C., Sinner F., Pieber T.R., Sadoshima J., Ventura N., Sigrist S.J., Kroemer G., Madeo F. Nat. Commun. 2019, 10, 651. doi. 10.1038/s41467-019-08555-w
- Yibcharoenporn C., Chusuth P., Jakakul C., Rungrotmongkol T., Chavasiri W., Muanprasat C. J. Pharm. Sci. 2019, 140, 273–283. doi: 10.1016/j.jphs.2019.07.012
- Zhao F., Zhao O.-J., Zhang D.-Z., Jin Y.-S., Zhang W. Asian J. Chem. 2011, 23, 5339–5342
- Mellado M., Madrid A., Martínez U., Mella J., Salas C. O., Cuellar M. Chem. Pap. 2018, 72, 703–709. doi: 10.1007/s11696-017-0316-3
- Gezegen H., Tutar U., Ceylan M. Helv. Chim. Acta. 2016, 99, 608–616 doi: 10.1002/hlca.201600048
- Ильин С.Г., Решетняк М.В., Яновский А.И., Стручков Ю.Т., Слабко О.Ю., Вербицкий Г.А., Каминский В.А. ХГС. 2001, 114–126. [Il'in S.G., Reshetnyak M.V., Yanovskii A.I., Struchkov Yu.T., Slabko O.Yu., Verbitskii G.A., Kaminskii V.A., Chem. Heterocycl. Compd. 2001, 37, 109–119] doi: 10.1023/A:1017501219800
- Слабко О.Ю., Агеенко Н.В., Каминский В.А. ЖОрХ. 2009, 45, 276–279. [Slabko O.Y., Ageenko N.V., Kaminskii V.A. Russ. J. Org. Chem., 2009, 45, 266–269] doi: 10.1134/S1070428009020195
- Слабко О.Ю., Агеенко Н.В., Каминский В.А. ЖОрХ. 2009, 45, 1223–1227. [Slabko O.Y., Ageenko N.V., Kaminskii V.A. Russ. J. Org. Chem. 2009, 45, 1214–1218] doi: 10.1134/S107042800908017X
