Thesis (Ph.D.) - Cairo University - Faculty of Science - Department of Organic Chemistry

Part I: Synthesis of Mono - Heterocyclic Compounds: N-(4-cinnamoylphenyl)-2-cyanoacetamide 2 underwent Kn{u04E7}venagel condensation with different derivatives of salicyaldehyde 5a-c and 8a-d to afford the respective chromene derivatives. Compound 2 reacted with malononitrile and ethyl cyanoacetate under Gewald reaction conditions to obtain the corresponding 2-aminothiophene derivatives. Enaminone derivative of compound 2 underwent reaction with each of hydrazine hydrate, guanidine and cyanoguanidine to afford di{u2013}aminopyrazole 23 and di{u2013}aminopyrimidines 24a,b respectively, also it reacted with different 3,5-diamino-4-arylazo-1H-pyrazoles 17a-e to afford the respective di{u2013}pyrazolo[1,5-a]pyrimidines 25a-f. Part II: Synthesis of Bis - Heterocyclic Compounds: N,N'-([1,1'-Biphenyl]-4,4'-diyl)bis(2-cyanoacetamide) 53 underwent Kn{u04E7}venagel condensation with different derivatives of salicyaldehyde 5a-c affording bis chromene derivatives. Compound 53 reacted with different Ü-halocompounds to afford the corresponding bis{u2013}thiazole derivatives 61a-c. In addition to compound 53 reacted with different arylhydrazo derivatives of ethyl cyanoacetate and malononitrile to afford the bis{u2013}pyridazine derivatives 65a-d and 67a-d. Moreover, bis{u2013}aminopyrazole 70 reacted with compounds 71a-c, 73a-f and 75a-d to afford bis{u2013}pyrazolo[1,5-a]pyrimidines. Anticancer investigation and Molecular docking were performed for some newly synthesized compounds

Issued also as CD