100880-41-9

Upstream product

• 1874-33-5 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzonitrile 
• 100-47-0 benzonitrile 
• 67-66-3 chloroform 
• 35371-03-0 4-iodothioanisole 
• 18039-42-4 5-phenyl-2H-1,2,3,4-tetrazole 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 613-94-5 benzoic acid hydrazide 
• 100969-49-1 4-methylsulfanyl-benzoic acid N'-benzoyl-hydrazide 

Downstream Products

• 1874-33-5 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzonitrile 

Relevant academic research and scientific papers

2,5-Diaryl-1,3,4-oxadiazoles as selective COX-2 inhibitors and anti-inflammatory agents

A new series of compounds comprising of 2,5-diaryl-1,3,4-oxadiazoles was synthesized and evaluated as potential COX-2 inhibitors. Compounds 6b, 6e, 6f, 7e and 7f were found to be the most potent and selective inhibitors of COX-2 (IC50 = 0.48-0.89 μM; SI = 67.96-132.83). Compounds 6e, 6f and 7f displayed anti-inflammatory activity superior to celecoxib in a carrageenan-induced rat paw edema assay. Structure-activity relationship analysis suggested that the compounds with methylsulfonyl moieties lead to more selective inhibition of COX-2, which is well supported by molecular docking studies. Cytotoxicity studies of the most potent compounds in RAW 264.7 and J774A.1 cells revealed cell viabilities of more than 89% when tested at the concentration of 30 μM. This journal is

Organocatalytic Oxidative Amidation of Aldehydes with Tetrazoles to Construct 2,5-Diaryl 1,3,4-Oxadiazoles

A practical and metal-free oxidative amidation of aldehydes with tetrazoles into 1,3,4-oxadiazoles has been developed by employing tetrabutylammonium iodide (TBAI) as catalyst and tert-butyl hydroperoxide (TBHP) as oxidant. A wide range of 2,5-disubstituted 1,3,4-oxadiazoles can be conveniently generated in moderate to good yields. Gram-scale reaction was also realized in this catalytic system..

One-Pot Synthesis of 2,5-Diaryl 1,3,4-Oxadiazoles via Di-tert-butyl Peroxide Promoted N-Acylation of Aryl Tetrazoles with Aldehydes

A metal- and base-free protocol for one-pot synthesis of 2,5-diaryl 1,3,4-oxadiazoles via a radical-promoted cross-dehydrogenative coupling strategy was developed. This reaction involved the N-acylation of aryl tetrazoles with aryl aldehydes, followed by thermal rearrangement. A wide range of aryl tetrazoles and aryl aldehydes survived the reaction conditions to deliver the corresponding products in moderate to good yields. (Chemical Equation Presented).

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Palladium-Catalyzed Aminocarbonylation Reaction to Access 1,3,4-Oxadiazoles using Chloroform as the Carbon Monoxide Source

A palladium-catalyzed aminocarbonylation reaction of aryl halides with chloroform and tetrazoles has been developed, where chloroform was employed as the carbon monoxide (CO) source in the presence of cesium hydroxide. The in situ generated N-acylated tetrazoles were unstable and easily decomposed to afford 2,5-disubstituted 1,3,4-oxadiazoles. A wide range of tetrazoles and aryl halides reacted smoothly under the optimized reaction conditions to give the corresponding products in moderate to good yields.