For citation:
Rogov D. A., Krivenko A. P. Cycvalone in the synthesis of nitrogen-, oxygen-containing heterocycles. Izvestiya of Saratov University. Chemistry. Biology. Ecology, 2023, vol. 23, iss. 2, pp. 159-165. DOI: 10.18500/1816-9775-2023-23-2-159-165, EDN: BUMKGQ
Cycvalone in the synthesis of nitrogen-, oxygen-containing heterocycles
Cycvalone is an analogue of curcumin (EE conformation), exhibits a wide range of biological activity (antioxidant, hepatoprotective, membrane stabilizing, anti-ulcer) and is used in medical practice as a choleretic. Numerous methods of producing cycvalone are known, including industrial ones, but its reactions have been studied much less. Some reactions of cycvalone with N, C-nucleophiles (hydrazines, malononitrile) have been carried out. Reactions with getarylamines that could lead to the synthesis of compounds including pharmacophore fragments remained completely unexplored. We have used cycvalone as a substrate for the synthesis of nitrogen-, oxygen-containing heterosystems of a number of chromenopyrimidine, aminochromencarbonitrile, indazole, triazoloquinazoline. The structure of the obtained new substances has been established by spectral methods (IR, NMR). Schemes of formation of reaction products have been proposed.
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