16112-16-6

Upstream product

• 14725-35-0 2-methylthio-4,5-diphenyl-1,3-oxazole 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 451-40-1 phenyl benzyl ketone 
• 104-85-8 para-methylbenzonitrile 
• 134-81-6 benzil 
• 104-84-7 para-methylbenzylamine 
• 100-52-7 benzaldehyde 
• 98-80-6 phenylboronic acid 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Downstream Products

• 16178-21-5 4,5-diphenyl-2-[4-(trans-2-thiophen-2-yl-vinyl)-phenyl]-oxazole 
• 16178-13-5 4,5-diphenyl-2-(4-trans-styryl-phenyl)-oxazole 
• 16178-14-6 2-[4-(4-chloro-trans-styryl)-phenyl]-4,5-diphenyl-oxazole 
• 53348-76-8 4,5-diphenyl-2-{4-[trans-2-(2-phenyl-benzofuran-6-yl)-vinyl]-phenyl}-oxazole 
• 16178-18-0 2-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-4,5-diphenyl-oxazole 
• 16178-19-1 2-[4-(trans-2-naphthalen-1-yl-vinyl)-phenyl]-4,5-diphenyl-oxazole 
• 16178-20-4 2-[4-(trans-2-naphthalen-2-yl-vinyl)-phenyl]-4,5-diphenyl-oxazole 
• 16178-15-7 2-[4-(2,4-dichloro-trans-styryl)-phenyl]-4,5-diphenyl-oxazole 
• 53348-72-4 4,5-diphenyl-2-[4-(4-trans-styryl-trans-styryl)-phenyl]-oxazole 
• 53348-74-6 2-[4-(4-benzofuran-2-yl-trans-styryl)-phenyl]-4,5-diphenyl-oxazole 
• 61519-98-0 4-[4-(4,5-diphenyl-oxazol-2-yl)-styryl]-2-phenyl-2H-[1,2,3]triazole 
• 52822-15-8 2-[4-(trans-2-dibenzofuran-3-yl-vinyl)-phenyl]-4,5-diphenyl-oxazole 
• 65965-60-8 2-{4-[4-(4,5-diphenyl-oxazol-2-yl)-styryl]-phenyl}-[1,2,4]triazolo[1,5-a]pyridine 
• 65204-43-5 2-{4-[4-(4,5-diphenyl-oxazol-2-yl)-styryl]-phenyl}-4-phenyl-2H-[1,2,3]triazole 

Relevant academic research and scientific papers

Sonochemical synthesis of polyarylated oxazoles as potential cytotoxic agents

The ultrasound assisted facile, rapid and one-pot synthesis of 2-aryl substituted 4,5-diphenyloxazoles was achieved via the reaction of commercially available benzoin (or 2-hydroxy-2-phenylacetophenone) with benzylamines in the presence of IBX under mild conditions. The methodology involved initial IBX mediated conversion of benzoin to benzil and then reaction with benzylamine followed by intramolecular cyclization (C[sbnd]O bond formation) and finally aromatization in the presence of air in the same pot. The methodology afforded a variety of desired products that were assessed for their cytotoxic properties against a number of cancerous and a non-cancerous cell lines. Compounds 3h, 3n and 3o showed promising growth inhibition of these cell lines except the non-cancerous one and interactions with SIRT1 in silico as well as in vitro.

Photochemical Transformation of O-(β-Arylethyl) Arylimidates into 2,4-Diaryl-5-iodoxazoles with 1,3-Diiodo-5,5-dimethylhydantoin

Treatment of O-(β-arylethyl) arylimidates with 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation with a tungsten lamp in 1,2-dichloroethane gave the corresponding 2,4-diaryl-5-iodoxazoles and 2,4-diaryloxazoles in good to moderate yields, respectively, depending on the aryl group. It was proposed that the reactions proceeded through the formation of N-iodoimidates by the reaction of O-(β-arylethyl) arylimidates with DIH, followed by the formation of iminyl radicals via homolytic N–I bond cleavage, the 1,5-H shift by the iminyl radicals, the C–I bond formation of the formed carbon-centered radicals with iodine, the nucleophilic cyclization by the imino groups to form 2,4-diaryloxazolines, the oxidation of the formed 2,4-diaryloxazolines to 2,4-diaryloxazoles, and the iodination of the formed 2,4-diaryloxazoles to 2,4-diaryl-5-iodoxazoles with DIH.

CuI-catalyzed and air promoted oxidative cyclization for one-pot synthesis of polyarylated oxazoles

A facile CuI-catalyzed and air promoted oxidative cyclization was developed for the synthesis of polyarylated oxazoles. By virtue of this method, a variety of arylated oxazoles could be easily synthesized from readily available starting materials at room temperature in air. The Royal Society of Chemistry 2013.

Synthesis of 2-substituted 4,5-diphenyloxazoles under solvent-free microwave irradiation conditions

A novel method for the direct conversion of deoxybenzoin into 2-alkyl-4,5-diphenyloxazoles and 2-aryl-4,5-diphenyloxazoles has been developed using treatment of HTIB and nitriles under solvent-free microwave irradiation conditions. Copyright Taylor & Fran