A series of 2-Hydroxychalcones were synthesized from substituted 2-acetyl-1-naphthol / 2-acetyl- 1-naphthol and substituted benzaldehyde via Claisen-schmidt condensation. Further these chalcones converted into flavones by oxidative cyclisation of chalcones using DMSO/I2. The structures of synthetic compounds have been characterized by analytical and spectral data. All synthesized compounds have been evaluated for their antibacterial activity.