31773-64-5

Upstream product

• 1139705-26-2 4-methylphenyl imidazolesulfonate 
• 59557-92-5 2-bromo-5-methoxyaniline 
• 874-60-2 4-methyl-benzoyl chloride 
• 36719-51-4 3,3-diethyl-1-(4-methylphenyl)-1-triazene 
• 20734-76-3 2-amino-4-methoxyphenol 
• 106-38-7 para-bromotoluene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 83392-35-2 methyl 3-(4-methylphenyl)-3-oxopropanedithioate 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 72093-64-2 5-methoxy-2-{4-[4-(5-phenyl-[1,2,4]oxadiazol-3-yl)-trans-styryl]-phenyl}-benzooxazole 
• 53349-53-4 5-methoxy-2-{4-[trans-2-(2-phenyl-benzofuran-6-yl)-vinyl]-phenyl}-benzooxazole 
• 37582-52-8 2-{4-[4-(5-methoxy-benzooxazol-2-yl)-trans-styryl]-phenyl}-7-phenyl-2,7-dihydro-benzo[1,2-d;3,4-d']bis[1,2,3]triazole 
• 53349-47-6 5-methoxy-2-[4-(4-trans-styryl-trans-styryl)-phenyl]-benzo[d]isoxazole 
• 61519-78-6 5-methoxy-2-{4-[2-(5-methyl-2-phenyl-2H-[1,2,3]triazol-4-yl)-vinyl]-phenyl}-benzooxazole 
• 61519-75-3 5-methoxy-2-(4-{2-[2-(4-methoxy-phenyl)-2H-[1,2,3]triazol-4-yl]-vinyl}-phenyl)-benzooxazole 
• 65203-95-4 2-{4-[4-(5-chloro-2-phenyl-2H-[1,2,3]triazol-4-yl)-styryl]-phenyl}-5-methoxy-benzooxazole 
• 65204-20-8 2-{4-[4-(4-chloro-5-phenyl-[1,2,3]triazol-2-yl)-styryl]-phenyl}-5-methoxy-benzooxazole 
• 65238-64-4 2-{4-[4-(2,5-diphenyl-2H-[1,2,3]triazol-4-yl)-styryl]-phenyl}-5-methoxy-benzooxazole 
• 65204-31-1 2-{4-[4-(4,5-diphenyl-[1,2,3]triazol-2-yl)-styryl]-phenyl}-5-methoxy-benzooxazole 
• 65146-15-8 5-methoxy-2-{4-[4-(4-methoxy-[1,2,3]triazol-2-yl)-styryl]-phenyl}-benzooxazole 
• 71943-91-4 2-(4-{4-[4-chloro-1-(4-chloro-phenyl)-1H-pyrazol-3-yl]-styryl}-phenyl)-5-methoxy-benzooxazole 
• 71943-97-0 2-(4-{4-[4,5-dichloro-1-(4-chloro-phenyl)-1H-pyrazol-3-yl]-styryl}-phenyl)-5-methoxy-benzooxazole 
• 71943-76-5 5-methoxy-2-{4-[4-(1-phenyl-1H-pyrazol-3-yl)-styryl]-phenyl}-benzooxazole 

Relevant academic research and scientific papers

2-Phenylbenzoxazole derivatives as solid-state fluorescence emitters: Influence of steric hindrance and hydrogen bonding on the optical properties

Six new 2-phenylbenzoxazole (PBO) derivatives, bearing either a methoxy or hydroxy group at position 5, were prepared via an efficient one-step synthesis that allowed both analogues to be obtained in equal proportions. These PBO derivatives also differed

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes as precatalysts for direct arylation of azoles with aryl bromides

A series of mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes with general formula [(NHC)Pd(η3-allyl)]2(μ2-N-heterocycles)(BF4)2 were prepared in one pot based on anion metathesis of (NHC)Pd(η3-allyl)Cl complexes and then ligand replacement with N-heterocycles [N-heterocycles = pyrazine (pyz), 4,4′-bipyridine (bpy) and trans-4,4′-bipyridylethylene (bpe)]. The solid-state structures shown dinuclear structures with two palladium(II) centers holding together by bridged N-heterocycles. Initially investigation of the obtained complexes as precatalysts for direct C[sbnd]H bond arylation of azoles with aryl bromides was carried out.

Heteroleptic palladium(II) complexes containing N-heterocyclic carbenes and 4-phenyl-1H-1,2,3-triazole: Synthesis, characterization, and catalytic application

Reaction of the dimeric N-heterocyclic carbene (NHC) palladium compounds [Pd(μ-Cl)(Cl)(NHC)]2 with 4-phenyl-1H-1,2,3-triazole gave four mono- and dinuclear complexes 1–4. Mononuclear complexes 1 and 2 [(NHC)PdCl2(4-phenyl-1H-1,2,3-triazole)] were obtained when the reactions were performed in CH2Cl2, whereas dinuclear complexes 3 and 4 [Pd2(μ-Cl)(μ-4-phenyl-1H-1,2,3-triazole)Cl2(NHC)2] were obtained when the reactions were performed in THF in reflux with Et3N as the base. Further explorations of the catalytic properties of 1–4 for Pd-catalyzed transformations have been performed and these complexes exhibited moderate to high catalytic activities for Suzuki–Miyaura coupling and arylation of benzoxazoles with aryl bromides.

(N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides

A series of N-heterocyclic carboxylate-stabilized N-heterocyclic carbene palladium complexes have been synthesized and fully characterized. The solid-state structures indicate that each of the palladium centers is coordinated by an N-heterocyclic carbene, a chloride and a bidentate N,O-donor N-heterocyclic carboxylate ligand. The catalytic performance of the complexes was screened and the results revealed that the complexes exhibit moderate to high catalytic activities for the direct C─H bond arylation of benzoxazoles with aryl bromides.

p-Toluenesulfonic acid-catalyzed metal-free formal [4?+?1] heteroannulation via N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization: One-pot access to 2-aryl/hetaryl/alkyl benzazole derivatives

A concise and direct one-pot [4?+?1] synthetic strategy for the construction of 2-substituted benzazoles such as benzoxazoles and benzothiazoles has been disclosed in high yields (80–98%) by cascade coupling reaction of 2-amino(thio)phenols with β-oxodithioesters. The current approach enables N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization in one-pot under solventless condition leading to diverse benzazoles without use of any external metal. A wide range of 2-amino(thio)phenols and β-oxodithioesters are compatible toward this transformation with excellent functional group tolerance. Furthermore, we preempt the wider implications of this novel strategy by demonstrating its compatibility toward versatile diversification of DNA Topoisomerase-II inhibitors.

Ligand-promoted, copper nanoparticles catalyzed one-pot synthesis of substituted benzoxazoles from 2-bromoanilines and acyl chlorides

A facile, highly efficient, and practical one-pot synthetic strategy for benzoxazoles was developed by using copper nanoparticles as a catalyst with o-bromoanilines and acyl chlorides as starting materials. With the promotion of 1,10-phenanthroline ligand, the copper nanoparticles catalyst showed highly catalytic activity under mild conditions. This methodology is tolerant of a wide variety of functional groups and gives good to excellent yields in most examples. Furthermore, the solid catalyst could be recovered and reused conveniently several times with satisfactory yields.

Iodine-mediated arylation of benzoxazoles with aldehydes

A simple and efficient methodology for the arylation of benzoxazoles with aldehydes using iodine as the mediator has been developed. The reaction proceeded smoothly with a range of substrates to give the corresponding arylated products in moderate to good yields.

Palladium-catalyzed direct arylations, alkenylations, and benzylations through C-H bond cleavages with sulfamates or phosphates as electrophiles

(Figure Presented) catalytic system comprised of Pd(OAc)2 and bldentate ligand dppe enabled first direct arylatlons with moisture-stable aryl sulfamates as electrophlles, and proved applicable to unprecedented C-H bond functlonallzations with e