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

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-hexahydroimid...

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Veröffentlicht in:Russian journal of organic chemistry 2017, Vol.53 (5), p.753-763
Hauptverfasser: Izmest’ev, A. N., Gazieva, G. A., Kulikov, A. S., Anikina, L. V., Kolotyrkina, N. G., Kravchenko, A. N.
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Sprache:eng
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Zusammenfassung: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.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428017050177