1008-94-2

Usage

Uses

Used in Scientific Research and Laboratory Synthesis:
5-(4-chlorophenyl) oxazole is used as a research chemical for the study of its functional group diversity and heterocyclic nature. Its unique structure and properties make it a valuable compound for exploring various chemical reactions and synthesis pathways.
Used in Pharmaceutical Development:
5-(4-chlorophenyl) oxazole is used as a building block or intermediate in the development of pharmaceutical compounds. Its heterocyclic nature and functional groups can be utilized to create novel drug candidates with potential therapeutic applications.
Used in Chemical Synthesis:
5-(4-chlorophenyl) oxazole is used as a synthetic intermediate in the preparation of various organic compounds. Its unique structure and functional groups can be employed to synthesize a wide range of chemical products, including agrochemicals, dyes, and other specialty chemicals.
Used in Material Science:
5-(4-chlorophenyl) oxazole can be used as a component in the development of new materials with specific properties. Its heterocyclic nature and functional groups can contribute to the creation of materials with unique electronic, optical, or mechanical characteristics.
Used in Environmental Applications:
5-(4-chlorophenyl) oxazole may be employed in environmental applications, such as the development of new methods for pollutant detection or remediation. Its unique structure and properties could potentially be utilized to create sensors or other devices for environmental monitoring and protection.

InChI:InChI=1/C9H6ClNO/c10-8-3-1-7(2-4-8)9-5-11-6-12-9/h1-6H

Upstream product

• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 104-88-1 4-chlorobenzaldehyde 
• 288-42-6 oxazol 
• 106-39-8 bromochlorobenzene 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 873-76-7 para-Chlorobenzyl alcohol 
• 622-95-7 4-chlorobenzyl bromide 
• 36635-63-9 ((isocyanomethyl)sulfonyl)benzene 
• 13086-93-6 (acetyloxy)(4-chlorophenyl)methyl acetate 
• 95-54-5 1,2-diamino-benzene 
• 195711-05-8 1-(isocyanomethyloxy)benzotriazole 
• 80225-02-1 5-p-chlorophenyl-4-tosyl-2-oxazoline 

Downstream Products

• 1187772-43-5 5-(4-chlorophenyl)-2-(phenylethynyl)oxazole 
• 1240321-77-0 (E)-5-(4-chlorophenyl)-2-(4-octen-4-yl)oxazole 
• 1264661-09-7 5-(4-chlorophenyl)-2-[2-(pyridin-2-yl)phenyl]oxazole 
• 80224-89-1 5-(4-chlorophenyl)-2-phenyl-1,3-oxazole 
• 1240282-86-3 2-chloro-5-(4-chlorophenyl)oxazole 
• 501121-14-8 C₁₆H₁₀ClNO₂ 
• 96907-64-1 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole 
• 1613376-89-8 5-(4-chlorophenyl)-2-[naphthalen-2-yl(phenyl)methyl]oxazole 
• 1552274-26-6 1-cyclopropylmethyl-5-(4-chlorophenyl)-1H-imidazole 
• 1552274-12-0 5-(4-chlorophenyl)-1-[2-(4-fluorophenyl)ethyl]-1H-imidazole 
• 1552273-98-9 5-(4-chlorophenyl)-1-cyclopentyl-1H-imidazole 
• 1445218-28-9 4-(4-chlorophenyl)-6,7-dihydro-5H-cyclopenta[c]pyridine 
• 4271-09-4 2,2'-benzothiazolyl 

Relevant academic research and scientific papers

Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reactions of (Benz)oxazoles with Ethers

The cobalt-catalyzed cross-dehydrogenative coupling of (benz)oxazoles and ethers is described. Access to some important bioactive heteroaryl ether derivatives was achieved using CoCO3 as an inexpensive catalyst at levels as low as 1.0 mol %. In

4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

Tandem oxidative isocyanide-based cycloaddition reactions in the presence of MIL-101(Cr) as a reusable solid catalyst

The tandem oxidative three-component synthesis of two types of the heterocycles such as furans and imidazopyridines, via isocyanides [1+4] cycloaddition reactions in the presence of MIL-101(Cr) under aerobic conditions are reported. When the 4-toluenesulfonylmethyl isocyanide was used, an unexpected [3+2] cycloaddition reaction of isocyanides with aldehydes accomplished and dihydrophenyloxazoles and phenyloxazoles produced. These syntheses were successfully carried out using a wide scope of the substrates.

A One-Pot Tandem Approach for the Synthesis of 5-(Het)aryloxazoles from Substituted (Het)aryl Methyl Alcohols and Benzyl Bromides

A new modified van Leusen strategy has been developed for the synthesis of biologically significant 5-substituted oxazoles by the reaction of (het)aryl methyl alcohols or benzyl bromides as precursors with tosylmethylisocyanide (TosMIC) under basic conditions. This method is efficient, takes place under mild reaction conditions, and is tolerant of various functional groups with high yield.

Tandem cycloaddition-decarboxylation of α-keto acid and isocyanide under oxidant-free conditions towards monosubstituted oxazoles

An efficient method, tandem [3 + 2] cycloaddition-decarboxylation of α-keto acid and isocyanide promoted by copper salt, has been developed. Under oxidant-free conditions, a series monosubstituted oxazoles have been constructed. Different from the traditional application of α-oxo acids as acyl surrogates, the elegant approach herein ingeniously avoids consuming excess oxidants.

Nickel-catalyzed decarboxylative acylation of heteroarenes by sp 2 C-H functionalization

Nickel-catalyzed ligand-free decarboxylative cross-coupling of azole derivatives with α-oxoglyoxylic acids has been developed. This work represents the first example of decarboxylative cross-coupling reactions, in a C-H bond functionalization manner, thro

Nickel-catalyzed decarboxylative arylation of heteroarenes through sp2 C-H functionalization

The direct decarboxylative arylation of hetereoarenes with benzoic acids through a nickel-catalyzed sp2 C-H functionalization process was developed. This process provides the first examples of decarboxylative cross-coupling reactions with aroma

Copper-mediated C-H/C-H biaryl coupling of benzoic acid derivatives and 1,3-azoles

Hot couple: A precious-metal-free copper-mediated intermolecular direct biaryl coupling of benzoic acid derivatives and 1,3-azoles has been developed. The key to success is the installation of an amide-based bidentate coordinating group, which is easily removed and transformed into the parent ester groups after the coupling reaction. Kinetic studies indicate that the rate-limiting step is the aromatic C-H bond cleavage of benzoic acid derivatives. Copyright

Palladium-catalyzed direct arylation of N-heteroarenes with arylsulfonyl hydrazides

Hydrazides applied: A palladium-catalyzed direct Ci-H arylation of heteroarenes, with arylsulfonyl hydrazides as the arylating reagents, has been developed (see scheme). The reaction is chemoselective, in that arylsulfonyl hydrazides containing halogen substituents can be employed without participation of the halogen substituent in the reaction. The method offers a straightforward approach to a variety of aryl-heteroaryl compounds. Copyright