66302-37-2

Usage

Uses

Used in Chemical Sensing:
2-(4-chlorophenyl)-4,5-diphenyl-1,3-oxazole is used as a fluorescent probe for detecting metal ions due to its ability to change its fluorescence properties upon interaction with specific metal ions, making it a valuable tool in analytical chemistry and environmental monitoring.
Used in Coordination Chemistry:
In coordination chemistry, 2-(4-chlorophenyl)-4,5-diphenyl-1,3-oxazole serves as a ligand for coordinating with metal ions, which can lead to the formation of new coordination compounds with potential applications in catalysis, materials science, and other areas.
Used in Organic Light-Emitting Diodes (OLEDs):
2-(4-chlorophenyl)-4,5-diphenyl-1,3-oxazole is utilized as a component in the development of organic light-emitting diodes (OLEDs) due to its electronic properties, which can contribute to improved device performance and efficiency.
Used in Pharmaceutical and Agrochemical Synthesis:
As an intermediate in the synthesis of other compounds, 2-(4-chlorophenyl)-4,5-diphenyl-1,3-oxazole plays a crucial role in the development of new pharmaceutical and agrochemical products, potentially leading to the discovery of novel therapeutic agents and crop protection chemicals.
Used in Research and Development:
Due to its diverse potential applications, 2-(4-chlorophenyl)-4,5-diphenyl-1,3-oxazole continues to be a subject of interest in various scientific fields, driving research and development efforts to explore its full potential and unlock new applications.

Upstream product

• 1369425-83-1 2-(4-chlorophenyl)-3-phenyl-2H-azirine 
• 100-52-7 benzaldehyde 
• 623-03-0 4-Cyanochlorobenzene 
• 1494-20-8 2,2-difluoro-1,2-diphenylethan-1-ol 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 104-86-9 4-chlorobenzylamine 
• 532-28-5 (RS)-mandelonitrile 
• 122-01-0 4-chloro-benzoyl chloride 
• 175691-09-5 cyano(phenyl)methyl 4-chlorobenzoate 
• 98-80-6 phenylboronic acid 
• 134-81-6 benzil 
• 451-40-1 phenyl benzyl ketone 
• 365-01-5 2,2-difluoro-2-phenylacetophenone 
• 591-50-4 iodobenzene 

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.

Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins

A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).

[3 + 2] Cycloaddition/Oxidative Aromatization Sequence via Photoredox Catalysis: One-Pot Synthesis of Oxazoles from 2H-Azirines and Aldehydes

A novel [3 + 2] cycloaddition/oxidative aromatization sequence via visible light-induced photoredox catalysis is disclosed. It provides a general synthetic route to 2,4,5-trisubstituted oxazoles from easily accessible 2H-azirines and aldehydes under mild reaction conditions. The potential of this strategy was further demonstrated by the rapid synthesis of a cyclooxygenase-2 inhibitor as well as the success of employing electron-deficient alkenes and imines as the reaction partners.

A convenient strategy to 2,4,5-triaryl and 2-alkyl-4,5-diaryl oxazole derivatives through silver-mediated oxidative CO cross coupling/cyclization

This is a silver(I) mediated Cα(sp3)H activation of primary amines followed by oxidative CO cross coupling/cyclization for the construction of 2,4,5-triaryl and 2-alkyl-4,5-diaryl oxazole derivatives. The protocol has been successfully utilized to synthesize the oxazole derivatives in good to excellent yields. In this oxidative coupling, the silver species after the reaction was successfully re-synthesized and reused with almost a similar activity.

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