الفهرس | Only 14 pages are availabe for public view |
Abstract Summary Among heterocyclic compounds, 2(3H)-furanones represent an important type of five-membered heterocyclic systems. The importance of these compounds stems from the facile opening of the lactone ring with both nucleophilic and electrophilic reagents to give acyclic products. These acyclic products are the precursors of a wide variety of synthetically and biologically important heterocycles viz. pyrrolone, triazole, benzoxazinone, pyridazinone, thiazolidinone, quinolone and oxadiazole derivatives. In this investigation, the author wishes to report on the behavior of 2(3H)-furanone derivatives towards some nucleophiles aiming to construct several heterocycles, to evaluate their biological activities e.g. antitumor & antimicrobial activities, and as alkylating agents. The original work of this thesis consists of four parts: Part I: This part discusses the reactions of pyrazolyl-2(3H)-furanone 1 with different nitrogen nucleophiles e.g. ammonia, hydrazine hydrate, benzylamine and anthranilic acid to afford pyrrolone 2, hydrazide 3, N-benzylamide 4 and benzoxazinone 5 derivatives. The reaction of furanone with ethylenediamine and ethanolamine was found to be dependent on the reaction conditions. The acid hydrazide 3 was reacted with some electrophilic reagents e.g. 4- Summary ii chlorobenzaldehyde, chloroacetyl chloride, acetic anhydride and phenyl isothiocyanate to give Schiff base, oxadiazole, pyrrolone, pyridazinone and thiazolidinone derivatives. The chemical transformations in this part can be represented in the two Schemes. |