305359-89-1

Upstream product

• 14674-99-8 1-phenyl-3-(3-methylphenyl)prop-2-yn-1-one 
• 95-84-1 3-amino-4-hydroxytoluene 
• 766-82-5 1-ethynyl-3-methyl-benzene 
• 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 
• 620-23-5 m-tolyl aldehyde 
• 108-88-3 toluene 
• 19169-97-2 m-(diacetoxyiodo)toluene 

Relevant academic research and scientific papers

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.

Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst

Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.

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.

A benzoxazole for the arylation method (by machine translation)

The invention relates to a benzoxazole for the arylation method, comprises the following steps: under the protection of the inert gas, the benzoxazole, aryl/heteroaryl tosylates, catalyst nitrogen heterocyclic carbene - palladium complex, alkaline material, reaction solvent, in the 80 - 150 °C reaction 12 - 24 H of the reaction liquid obtained, then processing reaction liquid to obtain product, to obtain 2 - aryl benzoxazole. The invention discloses a benzoxazole for the arylation method development of novel catalytic system, catalyst stability, is easy to obtain, can make the stable, low price of the aryl/heteroaryl tosylates participate in the reaction, reaction operation is simple, low cost, product yield and purity and the like, has good value for research and industrial application produces the scenery. (by machine translation)

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.

Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: Enhancement of the reaction rate and selectivity by a base

An efficient visible-light-driven photocatalytic oxidation of various 2-substituted dihydropyrimidines and phenolic imines has been achieved using an organic photocatalyst eosin Y bis(tetrabutyl ammonium salt) (TBA-eosin Y) and inexpensive oxidant molecular oxygen. With the aid of a base, significantly enhanced photoinduced electron transfer from substrates dihydropyrimidines or phenolic imines to the excited state of TBA-eosin Y has enabled the aerobic oxidation to yield 2-(methylthio)pyrimidines or 2-arylbenzoxazoles selectively. This journal is the Partner Organisations 2014.

Palladium-catalyzed direct arylation of benzoxazoles with unactivated simple arenes

Using CuBr2 as an additive, the Pd-catalyzed intermolecular C-H-C-H cross-coupling between benzoxazoles and unactivated simple arenes has been developed. This protocol provides a straightforward approach for the biological activity of 2-arylbenzoxazole derivatives.

Direct arylation of benzoxazole C-H bonds with iodobenzene diacetates

A Pd (OAc)2-catalyzed direct arylation of benzoxazole C-H bonds has been achieved with iodobenzene diacetates as the arylation reagent in moderate to good yields. The procedure tolerates a series of functional groups, such as methoxy, nitro, cyano, chloro, and bromo groups.

An efficient synthesis of 2-substituted benzoxazoles via RuCl 3·3H2O catalyzed tandem reactions in ionic liquid

An efficient synthesis of 2-substituted benzoxazoles through RuCl 3·3H2O catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed. This synthetic strategy has such advantages as mild reaction conditions, cost-free oxidant, readily available starting materials, and recyclable catalyst and solvent. As an application, it was successfully used in the synthesis of the unreported 5-(benzoxazol-2-yl)-2′-deoxyuridines with potential biological activities. A novel and efficient synthesis of 2-substituted benzoxazoles through RuCl3 catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed.