Hypervalent iodine(III) mediated synthesis of novel unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles as antibacterial and antifungal agents.
A series of novel 2,5-disubstituted 1,3,4-oxadiazoles 4 have been conveniently synthesized by oxidative cyclization of pyrazolylaldehyde N-acylhydrazones 3 promoted by iodobenzene diacetate under mild conditions (11 examples, up to 92% isolated yields). All the eleven compounds were tested in vitro for their antibacterial activity against gram-positive bacteria namely, Staphylococcus aureus, Bacillus subtilis and two gram-negative bacteria namely, Escherichia coli and Pseudomonas aeruginosa. All the synthesized compounds were also tested for their inhibitory action against two strains of fungus.
Prakash
Om
O
Department of Chemistry, Kurukshetra University, Kurukshetra 136 119, Haryana, India. dromprakash50@rediffmail.com
Kumar
Manoj
M
Kumar
Rajesh
R
Sharma
Chetan
C
Aneja
K R
KR
D000085:Acetates / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D055808:Drug Discovery; D005658:Fungi / Q000187:drug effects; D006835:Hydrazones / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D008752:Methylene Chloride / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010084:Oxidation-Reduction
D000085:Acetates; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D006835:Hydrazones; D010069:Oxadiazoles; D008752:Methylene Chloride; D007455:Iodine