96907-64-1

Basic information

• Product Name: 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole
• Synonyms: 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole
• CAS NO: 96907-64-1
• Molecular Weight: 269.73
• Mol File: 96907-64-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole(96907-64-1)
• EPA Substance Registry System: 5-(4-Chloro-phenyl)-2-p-tolyl-oxazole(96907-64-1)

Safety Data

• Hazardous Substances Data: 96907-64-1(Hazardous Substances Data)

Upstream product

• 96907-79-8 N-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-4-methyl-benzamide 
• 5467-71-0 4-chlorophenacylamine hydrochloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 62882-04-6 2-(p-tolyl)oxazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 624-31-7 4-tolyl iodide 
• 1008-94-2 5-(4-chloro-phenyl)-oxazole 

Relevant articles and documents

Mechanistic Insights into Pincer-Ligated Palladium-Catalyzed Arylation of Azoles with Aryl Iodides: Evidence of a PdII-PdIV-PdII Pathway

Pincer-based (R2POCNR′2)PdCl complexes along with CuI cocatalyst catalyze the arylation of azoles with aryl iodides to give the 2-arylated azole products. Herein, we report an extensive mechanistic investigation for the direct arylation of azoles involving a well-defined and highly efficient (iPr2POCNEt2)PdCl (2a) catalyst, which emphasizes a rare PdII-PdIV-PdII redox catalytic pathway. Kinetic studies and deuterium labeling experiments indicate that the C-H bond cleavage on azoles occurs via two distinct routes in a reversible manner. Controlled reactivity of the catalyst 2a underlines the iodo derivative (iPr2POCNEt2)PdI (3a) to be the resting state of the catalyst. The intermediate species (iPr2POCNEt2)Pd-benzothiazolyl (4a) has been isolated and structurally characterized. A determination of reaction rates of compound 4a with electronically different aryl iodides has revealed the kinetic significance of the oxidative addition of the C(sp2)-X electrophile, aryl iodide, to complex 4a. Furthermore, the reactivity behavior of 4a suggests that the arylation of benzothiazole proceeds via an oxidative addition/reductive elimination pathway involving a (iPr2POCNEt2)PdIV(benzothiazolyl)(Ar)I species, which is strongly supported by DFT calculations.

SYNTHESIS AND STUDY OF THE TRANSFER OF SUBSTITUENT ELECTRONIC EFFECTS IN SUBSTITUTED 2,5-DIPHENYLOXAZOLES

A series of para-substituted 2,5-diphenyloxazoles was synthesized using Robinson-Gabriel procedure and the transfer of substituent electronic effects in these compounds was examined.