20662-89-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Phenyloxazole is used as a key building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties contribute to the development of new drugs with potential therapeutic applications.
Used in Materials Science:
4-Phenyloxazole is used as a component in the development of new materials due to its strong fluorescence properties. These properties make it suitable for applications in areas such as sensors, imaging, and other advanced material technologies.
Used in Organic Electronics:
4-Phenyloxazole is utilized in the field of organic electronics for its strong fluorescence and electronic properties. It can be incorporated into devices such as organic light-emitting diodes (OLEDs), solar cells, and other electronic components to enhance their performance and efficiency.

InChI:InChI=1/C9H7NO/c1-2-4-8(5-3-1)9-6-11-7-10-9/h1-7H

Upstream product

• 77287-34-4 formamide 
• 70-11-1 α-bromoacetophenone 
• 20662-88-8 2-phenyloxazole 
• 288-53-9 1,3-dioxole 
• 100-47-0 benzonitrile 
• 540-69-2 ammonium formate 
• 6607-46-1 (1,2-dibromovinyl)benzene 
• 7732-18-5 water 
• 1215267-30-3 BrH*C₉H₉NO₂ 
• 3262-89-3 triphenylboroxine 
• 42970-55-8 3-phenyl-2H-azirine-2-carboxaldehyde 
• 64-18-6 formic acid 
• 16712-16-6 ammonium formate 
• 2439-92-1 4-phenylisoxazole 

Downstream Products

• 670-95-1 4-Phenylimidazole 
• 55280-42-7 3-phenyl-7-oxa-2-aza-bicyclo[2.2.1]hept-2-ene-5exo,6exo-dicarboxylic acid anhydride 
• 445470-08-6 2-chloro-4-phenyloxazole 
• 887256-16-8 ethyl 4-[(2,5-dimethoxyphenyl)(hydroxy)methyl]-3-furoate 
• 620632-73-7 4-[4-(4-phenyloxazol-2-yl)phenoxy]-(methoxy)benzene 
• 954368-94-6 4-oxazol-4-yl-benzenesulfonyl chloride 
• 125282-23-7 1,4-dihydro-1,4-epoxy-3-(4-nitrophenyl)isoquinoline 
• 145839-20-9 4-phenylfuran-3-carboxylic acid ethyl ester 
• 136688-84-1 3-Hydroxymethyl-4-phenylfuran 
• 87453-06-3 tributyl(furan-3-yl)stannane 
• 141700-76-7 3,4-bis(tri-n-butylstannyl)furan 
• 670-95-1 4-phenyl-1H-imidazole 
• 1256931-70-0 C₂₃H₁₅NO₃ 
• 1269217-94-8 2-(phenylethynyl)-4-phenyloxazole 

Relevant academic research and scientific papers

Widely Exploited, Yet Unreported: Regiocontrolled Synthesis and the Suzuki–Miyaura Reactions of Bromooxazole Building Blocks

An approach to synthesis of 2-, 4-, and 5-bromooxazoles is described. The method was optimized, and its scope was extended to all three isomeric parents, as well as various alkyl- and aryl-substituted bromooxazoles. It was found that direct regiocontrolled lithiation followed by reaction with electrophilic bromine source was common for all substrates and led exclusively to the target substituted 2-, 4- and 5-bromooxazoles on multigram scale. The utility of the multipurpose building blocks obtained in this work was demonstrated in the Suzuki–Miyaura cross-coupling reaction under parallel synthesis conditions.

PdII-Catalyzed Regio- and Enantioselective Oxidative C?H/C?H Cross-Coupling Reaction between Ferrocenes and Azoles

Asymmetric C?H bond functionalization reaction is one of the most efficient and straightforward methods for the synthesis of optically active molecules. Herein we disclose an asymmetric C?H/C?H cross-coupling reaction of ferrocenes with azoles such as oxazoles and thiazoles. Palladium(II)/monoprotected amino acid (MPAA) catalytic system which exhibits excellent reactivity and regioselectivity for oxazoles and thiazoles. This method offers a powerful strategy for constructing planar chiral ferrocenes. Mechanistic studies suggest that the C?H bond cleavage of azoles is likely proceeding through a SEAr process and may not be a turnover limiting step.

Synthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy

We have described a C-H arylation/ring-transformation strategy for the synthesis of triarylpyridines, which form the core structure of thiopeptide antibiotics. This synthetic method readily gave 2,3,6-triarylpyridines in a regioselective manner by a two-p

Facile structural elucidation of imidazoles and oxazoles based on NMR spectroscopy and quantum mechanical calculations

The reaction of 1,2,3-tricarbonyl derivatives with hexamethylenetetramine and ammonium acetate in acetic acid provides an unambiguous approach to the synthesis of imidazoles, whereas the Bredereck reaction of α-haloketones in formamide, yields both imidazoles and oxazoles. Herein we describe a facile methodology for distinguishing between these heterocyclic compounds based on a combination of NMR spectroscopy and quantum mechanical calculations. In the NMR data the oxazole C-2 has a chemical shift of ca. 150 ppm whereas in the imidazoles it is found at ca. 135 ppm, with a 1JC-H of ca. 250 Hz for the oxazoles and ca. 210 Hz for the imidazoles. 1JC-H values can be easily obtained from a gated-decoupled 13C spectrum, and even more trivially, from the separation of the H-2 13C satellites in the 1H spectra. Additionally, the computed NMR data, obtained from density functional theory, are found to be in good agreement with the experimental data and serve as valuable tools in identifying the products of the Bredereck reaction.

Synthesis and biological evaluation of 5-substituted and 4,5-disubstituted-2-arylamino oxazole TRPV1 antagonists

The synthesis and structure-activity relationships of a series of 5-monosubstituted and 4,5-disubstituted 2-arylaminooxazoles as novel antagonists of the transient receptor potential vanilloid 1 (TRPV1) receptor are described. The 7-hydroxy group of the t

Chemical Compounds

This invention relates to non-steroidal compounds that are modulators of androgen, glucocorticoid, mineralocorticoid, and progesterone receptors, and also to the methods for the making and use of such compounds.

Synthesis of azirines containing aldehyde functionality and their utilization as synthetic tools for five membered oxazoles and isoxazoles

(Chemical Equation Presented) A simple and useful procedure for the synthesis of azirines containing aldehyde functionality from open chain bromo/chloro-aldehydes at room temperature is reported. The scope of the ring expansion reaction of a number of 3-s

2- [ (2-SUBSTITUTED) -IND0LIZIN-3-YL] -2-OXO-ACETAMIDE DERIVATIVES AS ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically acceptable salts thereof wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. These compounds are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

A domino copper-catalyzed C-N and C-O cross-coupling for the conversion of primary amides into oxazoles

A variety of oxazoles can efficiently be prepared, in a single step and in good yield, from primary amides and 1,2-dihaloalkenes using copper-catalysis. This new method allows the regioselective formation of a range of substituted oxazoles. The required 1,2-dihaloalkenes can prepared by simple treatment of alkynes with elemental bromine or iodine. Georg Thieme Verlag Stuttgart.

ARYLOXYETHYLAMINE COMPOUNDS SUITABLE FOR TREATING DISORDERS THAT RESPOND TO MODULATION OF THE DOPAMINE D3 RECEPTOR

The present invention relates to aryloxyethylamine compounds of the formula (I) and the physiologically tolerated acid addition salts thereof. The variables have the meanings given in the claims and the description. The invention also relates to the use o