A series of 3,4-dihydro-9-arylacridin-1(2 )-ones was synthesized and enaminone function was introduced at the C-2 position using DMFDMA catalyst which in turn successfully converted into pyrazole, isoxazol, 1-phenyl-1 -pyrazole by treating it with reagents such as hydrazine, hydroxylamine and phenylhydrazine. These newly synthesized compounds were evaluated for their antibacterial activity against a series of Gram-Positive bacteria including Staphylococcus , Bacillus , Staphylococcus MLS16 and Gram-Negative bacteria including Klebsiella , Escherichia and Pseudomonas and also against fungal strains including Candida , Candida , Candida , Candida , Aspergillus and Issatchenkia . The compounds and exhibited considerable antifungal activity (MIC value 0.007 and 0.006 μM) against Candida and Aspergillus respectively. The compound showed excellent antibacterial activity towards Escherichia (MIC = 0.003 μM) and the compound found to show prominent DPPH radical scavenging activity with EC value 16.85±1.5μg mL