Synthesis and antimicrobial activity of novel sulfides and sulfones of methylene-bridged benzisoxazolylimidazo[2,1-b][1,3,4]thiadiazoles

GRAPHICAL ABSTRACT

Abstract

Novel classes of 3-(6-Aryl-5-phenylsulfanylimidazo[2,1-b][1,3,4]thiadiazol-2-yl-methyl)-benzo[d]isoxazoles (2a–f) and 3-(5-Benzenesulfonyl-6-arylimidazo[2,1-b][1,3,4] thiadiazol-2-yl-methyl)-benzo[d]isoxazoles (3a–f) have been synthesized. The sulfide derivatives (2a–f) were obtained by the nucleophilic substitution of bromo derivatives (1a–f) with thiophenols, and sulfone derivatives (3a–f) were obtained by the oxidation of 2a–f. All the newly synthesized compounds were characterized by elemental analysis, infrared, nuclear magnetic resonance, and mass spectroscopic data. Furthermore, these novel sulfide and sulfone derivatives were screened for their antibacterial and antifungal activities against various microorganisms.

Keywords:

• Sulfides
• sulfones
• benzisoxazole
• imidazo[2,1-b][1,3,4]thiadiazole
• antimicrobial activity