Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups

Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups Научная публикация

Журнал

Molecules
ISSN: 1420-3049

Вых. Данные

Год: 2020, Том: 25, Номер: 17, Номер статьи : 3768, Страниц : DOI: 10.3390/molecules25173768

Авторы

Baranovsky Ilia V ¹ , Konstantinova Lidia S ^1,2 , Tolmachev Mikhail A ¹ , Popov Vadim V ² , Lyssenko Konstantin A ^3,4 , Rakitin Oleg A ^1,2

Организации

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia.
2	Nanotechnology Education and Research Center, South Ural State University, 454080 Chelyabinsk, Russia
3	Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskiye Gory, 1, 119991 Moscow, Russia
4	G. V. Plekhanov Russian University of Economics, 36 Stremyanny Per., 117997 Moscow, Russia

A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.

Baranovsky I.V. , Konstantinova L.S. , Tolmachev M.A. , Popov V.V. , Lyssenko K.A. , Rakitin O.A.
Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups
Molecules. 2020. V.25. N17. 3768 . DOI: 10.3390/molecules25173768 WOS Scopus OpenAlex

Web of science:	WOS:000569944000001
Scopus:	2-s2.0-85089817558
OpenAlex:	W3067027182

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OpenAlex	3
Scopus	1
Web of science	1