Synthesis of 5-,6-, and 7-membered heterocycles from barbituric acid derivatives

Abstract

SUMMARY A new procedure has been developed for the synthesis of barbituric acid derivatives. The reactions were performed under solvent free conditions without any catalyst. Employing this synthetic route, a large number of chalconoids and 5-,6-, and 7-membered heterocycles have been successfully synthesized in a very short time. The chalconoids have been synthesized from a barbituric derivative and substituted benzaldehydes. The effect of different substituents on the yield of the reaction has been observed. This study revealed that electron-donating groups were more efficient in general than electron-withdrawing groups as substituents. The position of the substituents at the benzene ring of the chalconoids also seems to affect the yield of this reaction. Using experimental design optimize the reactions in a significant manner. 5-, 6-, and 7-membered heterocycles have been produced by reacting the chalconoids and a range of dinucleophiles. Structure of some of the derivatives have been obtained by X-ray analysis and complete the spectroscopic investigations. Biological activity of some compounds has been highlighted from kinase testing.