A series containing nine of 2-(9-anthryl)-3-(substituted phenyl)bicyclo [2.2.1]hept-5-ene-2-yl methanones were synthesized by fly-ash catalyzed aqueous phase Diels-Alder [4+2] cycloaddition of reaction of substituted styryl 9-anthryl ketones and cyclopentadiene. The yields of the ketones were more than 65%. The synthesized ketones were characterized by their physical constants, micro analysis and spectral data. The effect of solvent on the cycloaddition reaction was studied. The antibacterial and antifungal activities of these ketones were evaluated against their strains using Bauer-Kirby method. The antioxidant activities of these methanones were studied using DPPH radical scavenging method. The insect antifeedant activities of these ketones were studied by castor leaf disc bio-assay of 4th instar larvae Achoea Janata L method.