38705-20-3

Usage

Oxazole family

Organic compounds 2-(3-methoxyphenyl)-5-phenyloxazole belongs to the oxazole family, which is a group of organic compounds containing a central oxazole ring.

Methoxyphenyl group

Aromatic group The methoxyphenyl group is an aromatic group consisting of a benzene ring with an attached methoxy group (-OCH3), which contributes to the compound's chemical properties.

Phenyl group

Aromatic group The phenyl group is another aromatic group consisting of a benzene ring, which is also responsible for some of the compound's chemical properties.

InChI:InChI=1/C16H13NO2/c1-18-14-9-5-8-13(10-14)16-17-11-15(19-16)12-6-3-2-4-7-12/h2-11H,1H3

Upstream product

• 1006-68-4 5-phenyloxazole 
• 1527-89-5 3-methoxybenzonitrile 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 38489-80-4 3-methoxybenzaldehyde oxime 
• 536-74-3 phenylacetylene 
• 122-78-1 phenylacetaldehyde 
• 5813-86-5 m-methoxybenzamide 
• 100-42-5 styrene 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 591-31-1 3-methoxy-benzaldehyde 

Downstream Products

• 103656-74-2 3-(5-phenyl-oxazol-2-yl)-phenol 

Relevant academic research and scientific papers

Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles

This manuscript describes the Ni-catalyzed coupling of azoles with aromatic nitriles. The use of BPh3 promotes these arylations with electronically diverse azoles and benzonitriles. While the nickel catalyst is necessary for the arylations of phenyl oxazoles, arylation of benzoxazoles with some nitriles affords the arylated products even in the absence of the Ni catalyst albeit in lower yield than the catalyzed process. The Ni-catalyzed process exhibits higher rates and a broader scope than the uncatalyzed transformation.

N -Bromosuccinimide as a Brominating Agent for the Transformation of N -H (or N -Benzyl) Ketoaziridines into Oxazoles

A novel procedure for the direct synthesis of 2,5-diaryloxazoles starting from N-H ketoaziridines is described. The method proceeds via the in situ formation of N-bromoketoaziridines in the presence of N-bromosuccinimide followed by the generation of intermediate azomethine ylides. A plausible mechanism for this transformation is proposed.

Copper-catalyzed oxidative cyclization of chalcone and benzylic amine leading to 2,5-diaryl oxazoles via carbon-carbon double bond cleavage

A copper-catalyzed oxidative cyclization of chalcone with benzylic amine is achieved, providing 2,5-diaryl oxazoles in moderate to good yields. The procedure employs O2 as a clean oxidant and involves an oxidative cleavage of the CC bond as the key step.

Convenient one-pot synthesis of 2,5-disubstituted oxazoles via a catalytic oxidative dehydrogenation of F3CSO3H·SiO 2-DDQ/CuCl2/LiCl

A facile one-pot synthesis of 2,5-disubstituted oxazoles was developed via cyclization of aldoximes and phenylacetylene then dehydrogenation oxidation. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was studied for the selective oxidation of oxazolines using Cu2+/Li+ as catalyst and O2 as indirect oxidant. The reaction results showed that this catalyst system can effectively catalyze the oxidation of oxazolines to the corresponding oxazoles. Thus, a variety of polysubstituted oxazoles was easily synthesized in high yields by catalytic oxidation of 2,3-dichloro-5,6-dicyano-1, 4-benzoquinone/CuCl2/LiCl/O2.

Iodine(III)-promoted synthesis of oxazoles through oxidative cyclization of N -styrylbenzamides

The hypervalent iodine reagent PhI(OTf)2, generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction. Georg Thieme Verlag Stuttgart, New York.

TBHP/I2-mediated domino oxidative cyclization for one-pot synthesis of polysubstituted oxazoles

A facile type of one-pot, transition-metal-free domino process was developed for the synthesis of oxazoles. Thus, a variety of polysubstituted oxazoles were easily synthesized via t-BuOOH/I2-mediated domino oxidative cyclization from readily available starting materials under mild conditions.

Simple and efficient preparation of 2,5-disubstituted oxazoles via a metal-free-catalyzed cascade cyclization

A practical and simple synthesis of 2,5-disubstituted oxazoles was developed via an iodine-catalyzed tandem oxidative cyclization. A wide range of common commercial aromatic aldehydes can be used as reaction substrates, which displayed excellent functional group compatibility in this reaction.

2,5-SUBSTITUTED OXAZOLE DERIVATIVES AS PROTEIN KINASE INHIBITORS FOR THE TREATMENT OF CANCER

Certain oxazole-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, methods of using compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions comprising compounds exhibiting ATP-utilizing enzyme inhibitory activity, are disclosed.