SYNTHESIS OF OXAZEPINO COMPOUND VIA ELECTROPHILIC CYCLIZATION AND EVALUATION OF THEIR BIOLOGICAL ACTIVITY

In this research paper, we successfully synthesized some of E-1-(iodomethy-lene)-8-(aryl)-1,2,7,8tetrahydro-9H benzo[6,7][1,4]oxazepino [4,5-a] quinazolin-9-one (compounds 3a-f) through electrophilic cyclization of 3-aryl-2-(2-(prop-2-yn-1-yloxy) phenyl)-2,3-dihydroquinazolin-4(1H)-one derivatives (compounds 2a-f) using iodine as an electrophilic source and potassium carbonate as a base in dichloromethane at room temperature in good yield. We optimized the best condition for this reaction with different electrophiles, bases, and solvents. (2a-f) were prepared from reaction of isatoic anhydride, amines and 2-(Prop-2-yn-1-yl oxy) benzaldehyde in mild condition. A confirmation of biological activity by docking shows that (3d) have highest binding affinity (-8.4) with shikimate kinase enzyme. Biological activity test agents selected bacteria gave that (2d & 3d) have highest inhibition zoom (27, 28 / mm) respectively. While (2 c, 2 d) showed middle activity against tested bacteria. In addition, (2b, 3a) failed to show any inhibition.