We propose a new method for assembling the imidazo[2,1-b][1,3]thiazole system, based on the reaction of (2Z)-1,3-diaryl-4-bromobut-2-en-1-one derivatives with 2-aminothiazoles. The outcome of this reaction depends on the structure of the starting bromo ketone: when electron-withdrawing substituents are present in the structure of the ketone, a competing reaction occurs, which leads to the formation of 2,5-diarylfurans. Screening for antitumor activity has been performed in the case of 1-phenyl-2-(6-phenyl-5,6-dihydroimidazo[2,1-b]- thiazol-6-yl)ethanone and this compound has shown moderate ability to suppress the growth of kidney cancer cells, with a weaker effect on the cell lines of prostate cancer, colon cancer, and leukemia.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(8), 1073–1077
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Potikha, L.M., Brovarets, V.S. Synthesis of imidazo[2,1-b][1,3]thiazoles – potential anticancer agents derived from γ-bromodipnones. Chem Heterocycl Comp 56, 1073–1077 (2020). https://doi.org/10.1007/s10593-020-02776-4
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DOI: https://doi.org/10.1007/s10593-020-02776-4