Synthesis, spectral, crystal structure and in vitro antimicrobial evaluation of imidazole/benzotriazole substituted piperidin-4-one derivatives

Imidazole/benzotriazole analogues substituted piperidin-4-one derivatives (17–26) have been synthesized. Their chemical structures were characterized by IR, 1H NMR, 13C NMR and mass spectral analysis. In addition, single crystal X-ray diffraction has also been recorded for compounds 21 and 23. The synthesized compounds were subjected to their in vitro antibacterial and antifungal activities against pathogenic microbial strains. The results pointed out that compounds 19 & 24 against B. subtilis and 20 & 24 against E. coli were explored superior inhibition activity.

Graphical abstract2,6-Diarylpiperidin-4-ones upon strategical N-chloroacetylation followed by base catalyzed condensation with imidazole/benzotriazole afforded the novel N-(N-(1H-imidazo-1-yl)acetyl-2,6-diarylpiperidin-4-ones /1-[2-(1,2,3-benzotriazol-1-yl)acetyl)-2,6-diarylpiperidin-4-ones.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A series of imidazole/benzotriazole substituted piperidine-4-one derivatives were synthesized. ► The synthesized compounds were carefully investigated by spectral and single crystal X-ray analysis. ► The synthesized compounds investigated the antimicrobial activity against selected bacterial and fungal strains. ► Among the compounds 17–26, fluoro and methoxy group substituted compounds show good antimicrobial activity at minimum concentration.