57742-56-0

Usage

Uses

Used in Organic Chemistry:
Diphenyloxazole is used as a building block in the synthesis of various organic compounds, contributing to the development of new molecules with potential applications in various industries.
Used in Materials Science:
Diphenyloxazole is used as a component in the development of new materials with unique properties, such as improved stability, conductivity, or optical characteristics.
Used in Pharmaceuticals:
Diphenyloxazole is used in the pharmaceutical industry for the synthesis of drug candidates, potentially leading to the discovery of new therapeutic agents.
Used as a Fluorescence Marker in Biological Research:
Diphenyloxazole is used as a fluorescence marker in biological research, enabling the tracking and visualization of cellular processes and molecular interactions.

Upstream product

• 14688-28-9 (3,5-diphenylisoxazol-4-yl)(phenyl)methanone 
• 100-52-7 benzaldehyde 
• 120-46-7 1,3-diphenylpropanedione 
• 100-46-9 benzylamine 
• 92-71-7 2,5-diphenyloxazole 
• 133229-66-0 (2,5-diphenyloxazol-4-yl)(phenyl)methanol 
• 63066-10-4 N-(2,2-dibenzoyl-3-phenyl-aziridin-1-yl)-phthalimide 

Downstream Products

• 57742-57-1 1-(2,5-diphenyl-oxazol-4-yl)-1-phenyl-ethanol 

Relevant academic research and scientific papers

A Highly Efficient Heterogeneous Copper-Catalyzed Oxidative Cyclization of Benzylamines and 1,3-Dicarbonyl Compounds to Give Trisubstituted Oxazoles

The heterogeneous copper-catalyzed cascade oxidative cyclization between benzylamines and 1,3-dicarbonyl compounds was achieved by using the 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-Cu(OAc) 2 ] as catalyst and t -BuOOH (TBHP) as oxidant, with iodine as additive, under mild conditions, yielding a wide variety of 2,4,5-trisubstituted oxazoles in mostly good to excellent yields. This heterogeneous copper catalyst can be facilely prepared via a simple two-step procedure from readily available and inexpensive reagents and exhibits a slightly higher activity than Cu(OAc) 2. MCM-41-2N-Cu(OAc) 2 is also easy to recover and can be recycled up to eight times with almost consistent activity. The reaction is the first example of heterogeneous copper-catalyzed intermolecular cyclization for the construction of polysubstituted oxazoles.

Convenient route to trisubstituted oxazoles via a copper-catalysed tandem oxidative cyclisation by oxygen oxidation

A novel copper-catalysed oxidative cyclisation has been developed for the synthesis of trisubstituted oxazoles, which is thought to proceed through cascade formation of C-N and C-O bonds by oxygen oxidation. The desired products can be obtained from readily available starting materials while avoiding hazardous materials. Therefore, a green synthetic method for the preparation of oxazoles has been found.

Metal-free, organocatalytic cascade formation of C-N and C-O bonds through dual sp3 C-H activation: Oxidative synthesis of oxazole derivatives

An organocatalytic cascade reaction that involves the formation of C-N, C-O and CN bonds in one process via dual sp3 C-H activation has been developed. This protocol affords a facile metal-free methodology for the synthesis of oxazole derivatives in air under mild conditions.

Facile synthesis of polysubstituted oxazoles via A copper-catalyzed tandem oxidative cyclization

A highly efficient synthesis of polysubstituted oxazoles was developed via a copper-catalyzed tandem oxidative cyclization. The desired products can be obtained from readily available starting materials under mild conditions. This is an attractive alterna

Substituted Oxazoles: Synthesis via Lithio Intermediates

Reactions of 2-α-, 2-, 4-, and 5-lithiooxazoles are used to prepare various substituted derivatives.Previously unrecognized time dependence for the reaction of a 2-lithiooxazole with benzaldhyde is described, and a rationale for this behavior is offered.Competitive reactions occur when the readily available 2,5-diphenyloxazole is treated with n-butyllithium.Deprotonation of the ortho position of the 2-phenyl group and addition of n-butyl to the 2-position of the oxazole compete with the desired 4-lithiation.The use of sec-butyllithium/catalytic lithium tetramethylpiperidide allows preferential formation of 4-lithio-2,5-diphenyloxazole.This intermediate has been converted to the 4-bromo, -methyl, -hydroxybenzyl, -benzoyl, and -trialkylsilyl derivatives.Lithiation of 2,4-diphenyloxazole and subsequent trimethylsilylation occur readily at the 5-position.Deprotonation of 2-alkyloxazoles occurs at the α-carbon in preference to ring sites.Further reaction of an α-phenyl-2-oxazolemethanol methoxymethyl ether with base and acetyl chloride leads to an acyloin derivative.Chromic acid oxidation is used to prepare both 2- and 4-benzoyloxazoles.The formation of an 2-ethoxyoxazole from 2-oxazolone vis Meerwein salt chemistry is described.