Synthesis and Antimicrobial Evaluation of Polyfunctionally Heterocyclic Compounds Bearing Quinoline Moiety

Abstract

2-Aminoquinoline-3-carbonitrile 2 was reacted with ethylcyanoacetate to give 3. The latter was used to synthesize different heterocyclic derivatives comprising pyridine, coumarin, pyrimidine, thiophene, and thiazole rings. The synthetic methods depended on regioselective attack and/or cyclization by the cyanoacetamido moiety as a key compound on various chemical reagents. The competition of the reaction pathways including dipolar cyclization, dinucleophilicbielectrophilic attack, and β-attack that leads to the diversity of the synthesized products. All these newly synthesized compounds were characterized by elemental analysis and spectral data, and screened for their antimicrobial activity.