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• 19430-23-0 4'-Methoxybenzyliden-2-hydroxy-5-methylanilin 
• 10531-78-9 5-methyl-1,3-benzoxazole 
• 19013-30-0 p-methoxyphenyl mesylate 
• 150-76-5 4-methoxy-phenol 
• 2393-23-9 4-methoxy-benzylamine 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 
• 123-11-5 4-methoxy-benzaldehyde 
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• 85630-18-8 N,N-diethyl-O-(4-methoxyphenyl)carbamate 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 

Relevant academic research and scientific papers

TEMPO-mediated aerobic oxidative synthesis of 2-aryl benzoxazoles via ring-opening of benzoxazoles with benzylamines

A simple and efficient TEMPO-mediated system for aerobic oxidative synthesis of 2-aryl benzoxazoles from readily available benzoxazoles and primary benzylic and hetero benzylic amines is presented in one pot. The reaction proceeds through the ring-opening of benzoxazoles and is followed by oxidative condensation with benzylamines. These metal-free, straightforward reactions worked well with a wide range of substrates, yielding moderate to good yields under mild conditions using air as an external green oxidant.

Synthesis method for preparing benzoxazole compound from catechol compound and amine compound

The invention provides a method for preparing a benzoxazole compound from a catechol compound and an amine compound. The method has the characteristics of cheap and easily available raw materials, wide substrate range, simple reaction system, easy separation of the obtained target product, simple reaction operation, safety, reliability and the like. Compared with a transition metal catalyzed synthesis method, the system does not need expensive metal catalysts and ligands, so that the economic cost is reduced, and the problems of environmental pollution caused by heavy metals and metal residues in products are avoided. The reaction functional group has higher tolerance, can be used for synthesizing a series of 2-aryl, trifluoromethyl, ester group, halogen, 2-alkenyl, 2-alkynyl and 2-alkyl substituted benzoxazole derivatives, can be used for benzoxazole compounds containing various special functional group structures, and has higher application value.

One-pot multicomponent reaction of catechols, ammonium acetate, and aldehydes for the synthesis of benzoxazole derivatives using the fe(iii)-salen complex

The Fe(III)-salen complex has been applied successfully as a catalyst for the novel, simple, efficient, and one-pot multicomponent synthesis of benzoxazole derivatives from catechols, ammonium acetate as the nitrogen source, and aldehydes (nontoxic and cheap alternatives of amines) for the first time. Using this procedure, a wide range of benzoxazoles was successfully synthesized in the presence of a catalyst in EtOH under mild conditions, and all products were obtained in excellent yields. To the best of our knowledge, this method is the first example of the multicomponent synthesis of benzoxazole derivatives using these starting materials. The notable features such as the use of air that is considered as a benign oxidant and EtOH as a green solvent, ease of product separation, readily available and inexpensive aldehydes, and mild conditions make our procedure more efficient and practical for organic synthesis. Moreover, the current protocol is successfully applied to synthesize desirable products on a large scale.

Ni-Catalyzed C-H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides

This manuscript details the development of the nickel-catalyzed arylation of oxazoles and benzoxazoles with aryl halides. A series of aryl, heteroaryl, and druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products were obtained in synthetically useful yields using electronically and structurally varied aryl halides. The use of microscale high-throughput experimentation was essential for both the rapid identification of optimal reaction parameters and the investigation of the aryl halide scope.

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.

Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes

A novel and efficient methodology for the arylation of benzoxazoles with aromatic aldehydes catalyzed by deep eutectic solvent has been developed. The reaction smoothly proceeded with a wide range of substrates to give the desired products in high yields within short reaction time. Deep eutectic solvents are easily recovered and reused without significant loss of catalytic activity.

Phosphonium acidic ionic liquid: An efficient and recyclable homogeneous catalyst for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles

A highly efficient and green strategy for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles catalyzed by phosphonium acidic ionic liquid has been developed via the condensation of o-Aminophenol, o-phenylenediamines, and o-Aminothiophenol, respectively, with aldehydes. The reaction has a good yield, the broad substrate scope, and mild condition. Triphenyl(butyl-3-sulphonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis. Its structure was identified by 1H NMR, 13C NMR, 31P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. Interestingly, the catalyst can maintain its constantly outstanding performance till the fourth recovery.

N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles

N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.

A new superacid hafnium-based metal-organic framework as a highly active heterogeneous catalyst for the synthesis of benzoxazoles under solvent-free conditions

A new crystalline porous superacid material was prepared by sulfation of a Hf-MOF constructed from a 6-connected Hf node and 1,3,5-benzenetricarboxylate. The new superacid MOF with the presence of sulfate groups coordinated to a Hf-oxo cluster as superacid sites was found to be an effective heterogeneous catalyst for solvent-free heterocyclization for benzoxazole synthesis.

Preparation method of 2-aryl benzoxazole and 2-aryl benzothiazole compounds

The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of 2-aryl benzoxazole and 2-aryl benzothiazole compounds. According to the invention, 2-aminophenol(2-aminothiophenol) and aromatic aldehydes are stirred at the temperature of 100 to 130 DEG C, imidazolium salt of which the molar equivalent amount is 10% to 20% and K2CO3 of which the molar equivalent amount is 25% to 50% are added, air is used as an oxidant, and then 2-aryl benzoxazole and 2-aryl benzothiazole compounds are synthesized by a reaction. According to the invention, the cheap and easily prepared imidazolium salt is taken as a catalyst and the cheap air is taken as the oxidant to synthesize target products in a high yield, so that the preparation method of the 2-aryl benzoxazole and 2-aryl benzothiazole compounds is greatly lowered in production cost and capable of adapting to the industrial application to a greater extent.