The nucleophilic vinylic substitution reaction of the aliphatic enaminone 3-dimethylamino-2-formyl acrylonitrile 1 with the nucleophiles malononitrile and ethyl cyanoacetate produced the two unusual reaction adducts 3a and 3b in good to moderate yield under milder reaction conditions. Upon reaction with aromatic amines, these adducts yielded enamines 4 and 5, which eventually cyclized in the presence of base to produce the novel pyridin-2(1H)-one derivatives 8 and 9.
Novel and Efficient Synthesis of Pyrimidine Derivatives. -A novel two-step approach to pyrimidines (IV) via the easily accessible formamidine precursor (I) is presented. -(GHAGARE, M. G.; BIRARI, D. R.; SHELAR, D. P.; TOCHE, R. B.; JACHAK*, M. N.; Synth. Commun. 40 (2010) 11, 1580-1587,
Two alternative methods for the synthesis of biologically important pyridin-2(1H)-one derivatives have been developed. The behavior of enamine 1 with aromatic amines in an aqueous solution of HCl resulted in the formation of substituted enamines 2a-f at ambient temperature. The obtained product enamines 2a-f, upon treatment with 2,2,6-trimethyl-4H-
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