Vistas in Quinolones Chemistry

Summary The aim of the present work is to design and synthesize binary, fused, spiro and polynuclear ring systems containing quinolone and evaluate its biological value such as antioxidant agents and antitumor agents. Thus, in the light of the aforementioned importance of 7-methoxyquinolin-2,4(1H,3H)-dione and its derivatives, the present work is planned to investigate their behavior towards various reagents. Therefore, the sequences of these reactions followed for the preparation of the designed compounds in this thesis are summarized in Scheme 1-5. Synthesis of fused compounds containing quinolone 7-methoxyquinolin-2,4(1H,3H)-dione (1) was reacted with DMF/DMA in DMF to yield 2. While ,beta-unsaturated ketones 3-5 were afforded by conventional Claisen-Schmidt condensation by refluxing compound 1 with a variety of aldehydes namely; p-methoxylbenzaldehyde, 4-chlorobenzaldehyde, 4-hydroxy-2-methoxybenzaldehyde, 2-hydroxybenzaldehyde, thiophene-2-carbaldehyde, and 1,3-diphenyl-1H-pyrazole-4-carbaldehyde, respectively. Also, refluxing compound 1 with cinnamaldehyde gave compound 6 and after dilution yielded compound 7 (Scheme 1).