SYNTHESIS OF DIETHYL 8-(DIALKILAMINO)-6-OXO-3-(2-FURIL)-2,4-DICYANOBICYCLO[3.2.1]OCTANE-2,4-DICARBOXYLATES
Journal: Azerbaijan Chemical Journal (Vol.0, No. 4)Publication Date: 2019-12-25
Authors : A.I.Ismiyev;
Page : 17-21
Keywords : furfural; ethyl cyanoacetate; carbocyclization; bicyclo[3.2.1]octane;
Abstract
As a result of research it was established that the reaction of furfural with secondary amines and ethyl cyanoacetate gave previously unkown diethyl esters of 8-(dialkylamino)-6-oxo-3-(2-furil)-2,4-dicyanobicyclo[3.2.1]octane-2,4-di¬car¬boxylates. Thus, discovered a radically new approach to constructing the bicyclo[3.2.1]octane system, which involves a cascade reaction between furfural and ethyl cyanoacetate in the presence of secondary amines. Structure of all synthesized compounds confirmed by modern physical methods of analysis. By the method of XRD analysis the stereo orientation of substituents in the bicyclic framework is established
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