Microwave-assisted synthesis of new pyrazole derivatives bearing 1,2,3-triazole scaffold as potential antimicrobial agents

Abstract

A new series of (E)-3-(3-(4-substituted phenyl)-1-phenyl-1H-pyrazol- 4-yl)-1-(2-hydroxy-4-((1-aryl-1H-1-2,3-triazol-4-yl)methoxy)phenyl)- prop-2-en-1-one derivatives was synthesized. The synthesis of the title compounds involved the 1,3-dipolar Cu(I)-catalyzed alkyne–azide cycloaddition (CuAAC) reaction of (E)-3-(3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4- -yl)-1-(2-hydroxy-4-(prop-2-yn-1-yloxy)phenyl)prop-2-en-1-ones with aromatic azides. The structures were confirmed by NMR, FT-IR, mass and elemental analysis. All the synthesized compounds (6a–j) were evaluated for their antimicrobial activity. Compounds 6a, 6d and 6e demonstrated promising inhibitory effects on both bacterial and fungal strains.

Keywords

• pyrazole
• chalcone
• 1,2,3-triazole
• microwave irradiation
• antimicrobial activity