305359-89-1

Basic information

• Product Name: 5-methyl-2-(m-tolyl)benzo[d]oxazole
• Synonyms: 5-methyl-2-(m-tolyl)benzo[d]oxazole
• CAS NO: 305359-89-1
• Molecular Weight: 223.274
• Mol File: 305359-89-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 5-methyl-2-(m-tolyl)benzo[d]oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2-(m-tolyl)benzo[d]oxazole(305359-89-1)
• EPA Substance Registry System: 5-methyl-2-(m-tolyl)benzo[d]oxazole(305359-89-1)

Safety Data

• Hazardous Substances Data: 305359-89-1(Hazardous Substances Data)

Upstream product

• 766-82-5 1-ethynyl-3-methyl-benzene 
• 14674-99-8 1-phenyl-3-(3-methylphenyl)prop-2-yn-1-one 
• 95-84-1 3-amino-4-hydroxytoluene 
• 10531-78-9 5-methyl-1,3-benzoxazole 
• 625-95-6 3-Iodotoluene 
• 18441-43-5 5-methylbenzofuran 
• 591-17-3 meta-bromotoluene 
• 315671-71-7 (E)-4-methyl-2-((3-methylbenzylidene)amino)phenol 
• 108-88-3 toluene 
• 19169-97-2 m-(diacetoxyiodo)toluene 
• 620-23-5 m-tolyl aldehyde 

Relevant articles and documents

Chelating palladium complexes containing pyridine/pyrimidine hydroxyalkyl di-functionalized N-heterocyclic carbenes: Synthesis, structure, and catalytic activity towards C-H activation

The synthesis of novel chelating palladium complexes containing pyridine/pyrimidine hydroxyalkyl di-functionalized N-heterocyclic carbenes (NHCs) via direct metallation of the precursor imidazolium salts is presented. The structure has been characterized unambiguously by X-ray single crystal analysis. Catalytic activity investigation showed that the complexes catalyse the direct C-H bond arylation of (benzo)oxazoles efficiently when using tBuOLi as base and DMF as solvent.

Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.

Photoinduced Copper-Catalyzed C-H Arylation at Room Temperature

Room-temperature azole C-H arylations were accomplished with inexpensive copper(I) compounds by means of photoinduced catalysis. The expedient copper catalysis set the stage for site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine. Copper light: Room-temperature C-H arylations of heteroarenes were accomplished with inexpensive copper compounds by photoinduced catalysis. The expedient copper catalysis leads to site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine.