Synthesis of imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones via a rearrangement of imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the reaction with isatins

Synthesis of imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones via a rearrangement of imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the reaction with isatins Full article

Journal

RSC Advances
ISSN: 2046-2069

Output data

Year: 2015, Volume: 5, Number: 55, Pages: 43990-44002 Pages count : 13 DOI: 10.1039/c5ra07669b

Authors

Gazieva Galina A. ¹ , Izmest'ev Alexei N. ¹ , Nelyubina Yulia V. ² , Kolotyrkina Natalya G. ¹ , Zanin Igor E. ³ , Kravchenko Angelina N. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 119991, Russian Federation
3	Voronezh State University, Voronezh, Russian Federation

An aldol condensation/skeletal rearrangement protocol for the synthesis of 1,3-dialkyl-7-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-1,3a,4,9a-tetrahydroimidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8(3H,7H)-diones in good to high yields via a one-pot reaction 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 and 1H-indole-2,3-diones (isatins) or through the generation and rearrangement of 1,3-dialkyl-6-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-3,3a,9,9a-tetrahydroimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-diones has been developed.

Gazieva G.A. , Izmest'ev A.N. , Nelyubina Y.V. , Kolotyrkina N.G. , Zanin I.E. , Kravchenko A.N.
Synthesis of imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-2,8-diones via a rearrangement of imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-diones in the reaction with isatins
RSC Advances. 2015. V.5. N55. P.43990-44002. DOI: 10.1039/c5ra07669b WOS Scopus OpenAlex

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