Annulation of oo ‐Aminoquinoxaline‐1,4‐dioxidenitrile with Ketonic Compounds Under Friedl?nder‐type Cyclocondensation and its Biological Evaluation

摘要

> The reaction of compound 2‐amino‐3‐cyano‐6‐methylquinoxaline‐1,4‐dioxide with cyclohexanone and dimedone in dimethylformamide in the presence of anhydrous ZnCl ₂ under Friedl?nder‐type cyclocondensation gave compounds 12‐amino‐9‐methyl‐1,2,3,4,12,12a‐hexahydroquinolino[2,3‐ b ]quinoxaline‐6,11‐dioxide ( 4 ), 7‐methyl‐4‐oxo‐3,4‐dihydro‐1 H ‐spiro[benzo[ g ]pteridine‐2,1′‐cyclohexane]5,10‐dioxide ( 5 ), and 12‐amino‐3,3,9‐trimethyl‐1‐oxo‐1,2,3,4,12,12a‐hexahydroquinolino[2,3‐ b ]quinoxaline‐6,11‐dioxide ( 6 ); ( R )‐3′,3′,7‐trimethyl‐4,5′‐dioxo‐3,4‐dihydro‐1 H ‐spiro[benzo[ g ]pteridine‐2,1′‐cyclohexane]5,10‐dioxide ( 7 ) were achieved and evaluated their biological activity as antibacterial and antifungal activities and antitumor evaluation, and also, the density functional theory calculations were evaluated.