Abstract
Reactions of 5-amino-3-methylpyrazole with arylglyoxals and indane-1,3-dione afforded 4-aroyl-3-methyl-4,10-dihydroindeno[1,2-b]pyrazolo[4,3-e]pyridin-5(2H)-ones, and their chemical behavior was studied in reactions with alkylating, acylating reagents and hydrazine hydrate. In three-component condensations involving 5-amino-3-methyl-1-phenylpyrazole the intermediate Michael adducts were isolated, 2-[1-(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-oxo-2-(aryl)ethyl]-1H-indene-1,3(2H)-diones that underwent cyclization into 4-aroyl-3-methyl-1-phenylindeno[1,2-b]pyrazolo[4,3-e]pyridin-5(1H)-ones.
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Original Russian Text © O.N. Petrova, V.V. Lipson, L.L. Zamigailo, M.G. Shirobokova, V.I. Musatov, V.N. Baumer, D.S. Sofronov, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 11, pp. 1627–1635.
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Petrova, O.N., Lipson, V.V., Zamigailo, L.L. et al. Synthesis and chemical properties of 4-aroyl-3-methyl-4,10-dihydroindeno[1,2-b]pyrazolo-[4,3-e]pyridin-5-ones. Russ J Org Chem 51, 1597–1605 (2015). https://doi.org/10.1134/S1070428015110147
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DOI: https://doi.org/10.1134/S1070428015110147