Skeletal rearrangement of arylmethylideneimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the synthesis of the corresponding imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones

Skeletal rearrangement of arylmethylideneimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the synthesis of the corresponding imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones Научная публикация

Журнал

New Journal of Chemistry
ISSN: 1369-9261 , E-ISSN: 1144-0546

Вых. Данные

Год: 2019, Том: 43, Номер: 2, Страницы: 1038-1052 Страниц : 15 DOI: 10.1039/c8nj05058a

Авторы

Izmest’ev Alexei N. ¹ , Vasileva Darya A. ^1,2 , Melnikova Elizaveta K. ^4,3 , Kolotyrkina Natalya G. ¹ , Borisova Irina A. ¹ , Kravchenko Angelina N. ¹ , Gazieva Galina A. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation
2	D.I. Mendeleev University of Chemical Technology of Russia, Moscow 125047, Russian Federation
3	A.N. Nesmeyanov Institute of Organoelement Compounds, Moscow 119991, Russian Federation
4	Lomonosov Moscow State University, Moscow 119991, Russian Federation

(Z)-1,3-Dialkyl-7-arylmethylidene-1,3a,4,9a-tetrahydroimidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8(3H,7H)-diones have been prepared via a chemo- and diastereoselective aldol condensation of 1,3-dialkyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-diones with aromatic aldehydes followed by the skeletal rearrangement of thiazolotriazine fragments. We succeeded in synthesizing hitherto unknown products of alkali-induced skeletal rearrangement of 3a,9a-diphenyl substituted imidazothiazolotriazines.

Izmest’ev A.N. , Vasileva D.A. , Melnikova E.K. , Kolotyrkina N.G. , Borisova I.A. , Kravchenko A.N. , Gazieva G.A.
Skeletal rearrangement of arylmethylideneimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the synthesis of the corresponding imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones
New Journal of Chemistry. 2019. V.43. N2. P.1038-1052. DOI: 10.1039/c8nj05058a WOS Scopus OpenAlex

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