Azole derivatives (10a–f) obtained starting from 1‐(4‐fluorohenyl)piperazine were converted to the corresponding Mannich bases (7a–d, 12a,b, and 16a,b) containing β‐lactame or flouroquinolone core via a one‐pot three‐component reaction. The synthesis of conazole analogues was carried out starting from triazole by three steps. Reactions were carried out under conventional‐mediated and microwave‐mediated conditions. All the newly synthesized compounds were screened for their antimicrobial, antioxidant activity, and most of them displayed good–moderate activity.