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 isatinsElectronic supplementary information (ESI) available. CCDC 1045940 and 1045941. For ESI and crystallographic data in CIF see DOI: 10.1039/c5ra07669b

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

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Hauptverfasser: Gazieva, Galina A, Izmest'ev, Alexei N, Nelyubina, Yulia V, Kolotyrkina, Natalya G, Zanin, Igor E, Kravchenko, Angelina N
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Sprache:eng
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Zusammenfassung:An aldol condensation/skeletal rearrangement protocol for the synthesis of 1,3-dialkyl-7-(2-oxo-1,2-dihydro-3 H -indol-3-ylidene)-1,3 a ,4,9 a -tetrahydroimidazo[4,5- e ]thiazolo[2,3- c ]-1,2,4-triazine-2,8(3 H ,7 H )-diones in good to high yields via a one-pot reaction of 1,3-dialkyl-3,3 a ,9,9 a -tetrahydroimidazo[4,5- e ]thiazolo[3,2- b ]-1,2,4-triazine-2,7(1 H ,6 H )-diones and 1 H -indole-2,3-diones (isatins) or through the generation and rearrangement of 1,3-dialkyl-6-(2-oxo-1,2-dihydro-3 H -indol-3-ylidene)-3,3 a ,9,9 a -tetrahydroimidazo[4,5- e ]thiazolo[3,2- b ]-1,2,4-triazine-2,7(1 H ,6 H )-diones has been developed. An aldol condensation/skeletal rearrangement protocol for the synthesis of 7-ylideneimidazo[4,5- e ]thiazolo[2,3- c ]-1,2,4-triazines via the reaction of imidazo[4,5- e ]thiazolo[3,2- b ]-1,2,4-triazines and isatins has been developed.
ISSN:2046-2069
DOI:10.1039/c5ra07669b