Alkylation of Ethyl 2-Aryl-1-hydroxy-4-methyl-1Н-imidazole-5-carboxylates with Benzyl Halides
- Авторлар: Nikitina P.A.1, Oskina I.A.2, Nikolaenkova E.B.2, Kulikova E.A.1, Miroshnikov V.S.1, Perevalov V.P.1, Tikhonov A.Y.2
- 
							Мекемелер: 
							- Mendeleev University of Chemical Technology of Russia
- Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
 
- Шығарылым: Том 61, № 4 (2025)
- Беттер: 475-483
- Бөлім: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
- URL: https://ruspoj.com/0514-7492/article/view/689699
- DOI: https://doi.org/10.31857/S0514749225040144
- EDN: https://elibrary.ru/SEOHNP
- ID: 689699
Дәйексөз келтіру
Аннотация
Alkylation of ethyl 2-aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with substituted benzyl halides led to the selective formation of O-alkoxy derivatives. Products of N-alkylation (1-alkylimidazole 3-oxides) could be obtained by condensation reaction from acyclic starting compounds. If a 2-hydroxyphenyl moiety was present in position 2 of imidazole ring, then monoalkylation proceeded selectively at hydroxy group of the nitrogen atom of heterocycle.
Негізгі сөздер
Толық мәтін
 
												
	                        Авторлар туралы
Polina Nikitina
Mendeleev University of Chemical Technology of Russia
							Хат алмасуға жауапты Автор.
							Email: polinandrevna@yandex.ru
				                	ORCID iD: 0000-0003-1542-5565
				                																			                												                	Ресей, 							9, Miusskaya Sqr., Moscow, 125047						
Irina Oskina
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0000-0001-5788-0182
				                																			                												                	Ресей, 							9, Ac. Lavrentyev Ave., Novosibirsk, 630090						
Elena Nikolaenkova
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0009-0000-5034-8513
				                																			                												                	Ресей, 							9, Ac. Lavrentyev Ave., Novosibirsk, 630090						
Ekaterina Kulikova
Mendeleev University of Chemical Technology of Russia
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0009-0009-2311-395X
				                																			                												                	Ресей, 							9, Miusskaya Sqr., Moscow, 125047						
Vladimir Miroshnikov
Mendeleev University of Chemical Technology of Russia
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0000-0003-3815-7479
				                																			                												                	Ресей, 							9, Miusskaya Sqr., Moscow, 125047						
Valery Perevalov
Mendeleev University of Chemical Technology of Russia
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0000-0002-3980-6496
				                																			                												                	Ресей, 							9, Miusskaya Sqr., Moscow, 125047						
Alexey Tikhonov
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
														Email: polinandrevna@yandex.ru
				                	ORCID iD: 0000-0002-6391-4366
				                																			                												                	Ресей, 							9, Ac. Lavrentyev Ave., Novosibirsk, 630090						
Әдебиет тізімі
- Chen S., Zhang T., Wang T., Wang J., Wang F., Niu H., Wu C., Wang S. Eur. J. Med. Chem. 2015, 103, 343–353. doi: 10.1016/j.ejmech.2015.08.056
- Zhang T., Lv Y., Lei Y., Liu D., Feng Y., Zhao J., Chen S., Meng F., Wang S. Eur. J. Med. Chem. 2018, 146, 668–677. doi: 10.1016/j.ejmech.2018.01.060
- da Silva R.B., Loback V.B., Salomão K., de Castro S.L., Wardell J.L., Wardell S.M.S.V., Costa T.E.M.M., Penido C., Henriques M.G.M.O., Carvalho S.A., da Silva E.F., Fraga C.A.M. Molecules. 2013, 18, 3445–3457. doi 0.3390/molecules18033445
- Lei Y., Zhang B., Liu D., Zhao J., Dai X., Gao J., Mao Q., Feng Y., Zhao J., Lin F., Duan Y., Zhang Y., Bao Z., Yang Y., Mou Y., Wang S. J. Med Chem. 2020, 63, 15752–15772. doi: 10.1021/acs.jmedchem.0c01524
- Lei Y., Zhang B., Zhang Y., Dai X., Duan Y., Mao Q., Gao J., Yang Y., Bao Z., Fu X., Ping K., Yan C., Mou Y., Wang S. Eur. J. Med. Chem. 2021, 220, 113437. doi: 10.1016/j.ejmech.2021.113437
- Никитина П.А., Бормотов Н.И., Шишкина Л.Н., Тихонов А.Я., Перевалов В.П. Изв. АН. Сер. хим. 2019, 634–637. [Nikitina P.A., Bormotov N.I., Shishkina L.N., Tikhonov A.Ya., Perevalov V.P. Russ. Chem. Bull., Int. Ed. 2019, 68, 634–637.] doi: 10.1007/s11172-019-2467-6
- Nikitina P.A., Basanova E.I., Nikolaenkova E.B., Os’kina I.A., Serova O.A., Bormotov N.I., Shishkina L.N., Perevalov V.P., Tikhonov A.Ya. Bioorg. Med. Chem. Lett. 2023, 79, 129080. doi: 10.1016/j.bmcl.2022.129080
- Laus G., Schwärzler A., Bentivoglio G., Hummel M., Kahlenberg V., Wurst K., Kristeva E., Schütz J., Kopacka H., Kreutz C., Bonn G., Andriyko Y., Nauer G., Schottenberger H. Z. Naturforsch. 2008, 63b, 447–464. doi: 10.1515/znb-2008-0411
- Nikitina P.A., Peregudov A.S., Koldaeva T.Yu., Kuz’mina L.G., Adiulin E.I., Tkach I.I., Perevalov V.P. Tetrahedron. 2015, 71, 5217–5228. doi: 10.1016/j.tet.2015.06.032
- Nikitina P.A., Koldaeva T.Yu., Zakharko M.A., Perevalov V.P. Aust. J. Chem., 2020, 73, 1098–1104. doi: 10.1071/CH20044
- Оськина И.А., Тихонов А.Я. ЖОрХ. 2020, 56, 303–306. [Os’kina I.A., Tikhonov A.Ya. Russ. J. Org. Chem. 2020, 56, 339–342.] doi: 10.1134/S107042802001027X
- Никитина П.А., Перевалов В.П. ХГС. 2017, 53, 123–149. [Nikitina P.A., Perevalov V.P. Chem. Heterocycl. Compd. 2017, 53, 123–149.] doi: 10.1007/s10593-017-2030-z
- Nikitina P.A., Kuz'mina L.G., Perevalov V.P., Tkach I.I. Tetrahedron. 2013, 69, 3249–3256. doi: 10.1016/j.tet.2013.02.039
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