8,8-dimethyl-5-(aryl/heteroaryl)-7,8,9,10-tetrahydro[b][1,8]naphthyridine-6(5H)-ones 5(a-f) were synthesized from 5,5-dimethyl-2-arylidinecyclohexane-1,3-diones 3(a-f) on reaction with 2-amino pyrimidine 4 using Amberlyst 15 DRY as a catalyst in anhydrous ethanol. 5,5-dimethyl-2-arylidinecyclohexane-1,3-diones 3(a-f) were synthesized by the reaction of aromatic aldehyde 1 and dimedone 2, using L- proline as a catalyst in aqueous media. The reactions have the advantages of good yield, easy separation and of being environment friendly. The structures of newly synthesized compounds have been established by spectral, elemental analysis and evaluated for their antiinflammatory, antibacterial, and antifungal activity
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