Synthesis and biological activity of oxindolylidene derivatives of imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazin-7-ones and imidazo[4,5-e]thiazolo[2,3-с]-1,2,4-triazin-8-ones

• Published in: Russian journal of organic chemistry Vol. 53; no. 5; pp. 753 - 763
• Main Authors: Izmest’ev, A. N., Gazieva, G. A., Kulikov, A. S., Anikina, L. V., Kolotyrkina, N. G., Kravchenko, A. N.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 2017; Springer Nature B.V
• Subjects: Aldehydes; Biological activity; Catalysis; Chemistry; Chemistry and Materials Science; Condensation; Derivatives; Fragmentation; Organic Chemistry
• ISSN: 1070-4280; 1608-3393
• DOI: 10.1134/S1070428017050177

Reactions of 1,3-dialkyl-2-thioxo-1,2,3,3a,9,9a-hexahydroimidazo[4,5-
e
]thiazolo[3,2-
b
]-1,2,4-triazin-7(6
H
)-ones with isatin and its derivatives under base catalysis conditions lead to the corresponding 1,3-dialkyl-6(7)-(2-oxoindolin-3-ylidene)derivatives of 2-thioxo-1,2,3,3a,9,9a-hexahydroimidazo[4,5-e]thiazolo[3,2-
b
]-1,2,4-triazin-7(6
H
)-one or 2-thioxo-1,2,3,3a,4,9a-hexahydroimidazo[4,5-
e
]thiazolo[2,3-
c
]-1,2,4-triazin-8(7
H
)-one resulting from the aldol-crotonic condensation and skeletal amidine rearrangement of the thiazolotriazine fragment, depending on the amount of added alkali.