Synthesis and antimicrobial activity of unsaturated ketones with the furan fragment

The methods for the synthesis of unsaturated ketones of the furan series based on the reaction of aldol-crotonic condensation of furfurol with some unsaturated ketones have been developed. It was found that among the used methods, the most optimal are the reactions in a medium of alcoholic solution of NaOH at room temperature, which pass more regioselectively with the formation of unsaturated ketones with high yields (65–75%), in this case the formation of side products is excluded. The availability of the synthesized unsaturated ketones of double bond and ketogroup in the molecule makes them perspective substrates in the synthesis of a number of various potentially biologically active compounds. In particular, it has been shown that the unsaturated ketones undergo the reaction with hydrazine-hydrate, thiosemicarbazide and secondary amines with the formation of the corresponding new furane derivatives.

альдольно-кротоновая конденсация, непредельные кетоны, фурфурол, пиразолин, тиосемикарбазон, гидразин гидрат