31301-47-0

Upstream product

• 31301-45-8 3,5-dimethylisoxazole-4-carbonyl chloride 
• 71-43-2 benzene 
• 93548-06-2 4-(chloro-phenyl-methyl)-3,5-dimethyl-isoxazole 
• 39511-14-3 (3,5-dimethyl-isoxazol-4-yl)-phenyl-methanol 
• 683-58-9 acetohydroximoyl chloride 
• 127916-16-9 2-acetyl-2-benzoyl-3-methyl-2H-azirine 
• 127916-08-9 1-(3-methyl-5-phenylisoxazol-4-yl)ethanone 
• 10557-85-4 4-iodo-3,5-dimethylisoxazole 
• 98-88-4 benzoyl chloride 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 50978-45-5 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide 
• 67-66-3 chloroform 
• 100-52-7 benzaldehyde 

Downstream Products

• 39511-14-3 (3,5-dimethyl-isoxazol-4-yl)-phenyl-methanol 
• 24380-42-5 (3-methyl-5-styryl-isoxazol-4-yl)-phenyl-methanone 
• 127916-16-9 2-acetyl-2-benzoyl-3-methyl-2H-azirine 
• 127916-12-5 1-(2-methyl-5-phenyloxazol-4-yl)ethan-1-one 
• 93-91-4 1-phenylbutan-1,3-dione 
• 127916-10-3 1-(3,5-Dimethyl-isoxazol-4-yl)-1-phenyl-ethane-1,2-diol 
• 87273-26-5 4-benzoyl-2,3,5-trimethylisoxazolium methosulfate 

Relevant academic research and scientific papers

Transition-Metal-Free Carbonylative Suzuki-Miyaura Reactions of Aryl Iodides with Arylboronic Acids Using N-Formylsaccharin as CO Surrogate

Unprecedented, high yielding, transition-metal-free carbonylative Suzuki-Miyaura reactions of aryl iodides with arylboronic acids using N-formylsaccharin as CO surrogate have been developed. Notably, this general protocol was adapted to the synthesis of the triglyceride and cholesterol regulator drug, fenofibrate, and carbon-13 labeled biaryl ketone. (Figure presented.).

Transition-metal-free carbonylation of aryl halides with arylboronic acids by utilizing stoichiometric CHCl3 as the carbon monoxide-precursor

Under transition-metal-free conditions, carbonylative Suzuki couplings of aryl halides with arylboronic acid using stoichiometric CHCl3 as the carbonyl source has been developed. The simple, efficient, and environmentally benign method was successfully applied to the synthesis of Fenofibric acid, naphthyl phenstatin, and carbon-13 labeled biaryl ketone.

At normal pressure fragrant ketone nickel catalytic synthesis method

The invention discloses a method for synthesizing diarylketone under the catalysis of nickel at normal pressure. The method comprises the steps of enabling aryl iodide, arylboronic acid and carbon monoxide to be subjected to direct cross-coupling reaction in a solvent polyethylene glycol or a water solution of polyethylene glycol under the catalysis of a nickel catalyst and the combined action of alkaline and acid at normal pressure to prepare a diarylketone compound. The method has the advantages of wide catalyst source, low price, little toxicity, reaction at normal pressure, high selectivity, no need of ligands in reaction, good activity, good functional group compatibility, wide substrate application range, wide substrate source, stable substrate, green and recyclable reaction medium and the like. The separation yield of target products is up to 93% under an optimized reaction condition.

At normal pressure fragrant ketone copper catalytic synthesis method

The invention discloses a method of synthesizing diaryl ketone under normal pressure by virtue of copper catalysis. The method is as follows: in a solvent alcohol or aqueous liquor of alcohol, under action of alkali and acid, adding a copper catalyst, alkyl iodide, alkyl boric acid and carbon monoxide to directly carry out crossed coupling reaction to prepare diaryl ketone compounds. According to the invention, the method of preparing diaryl ketone compounds by carbonylation Suzuki coupling reaction has the advantages as follows: the catalyst is wide in source, cheap and small in toxicity; the reaction is free of ligand in reaction and good in activity; the reaction is carried out under the normal pressure and selectivity is high; a substrate source is wide and stable; functional group compatibility is good and scope of application for the substrate is wide; a reaction medium is environment-friendly and recyclable. Under the condition of optimizing reaction conditions, the target product separating yield is 95%.

Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

A general iron-catalyzed carbonylative Suzuki-Miyaura coupling of aryl halides with arylborons is reported, using stoichiometric CHCl3 as the CO source. The high efficiency, economy, selectivity, and operational simplicity of this transformation make this method a valuable tool in organic synthesis. Importantly, the presented strategy allows effective 13C labeling simply by using the commercially available 13C-labeled CHCl3. On the basis of the initial mechanistic exploration, an aryl radical intermediate is proposed in the present carbonylation process.

Transition-metal-free, ambient-pressure carbonylative cross-coupling reactions of aryl halides with potassium aryltrifluoroborates

We disclose an unprecedented transition-metal-free carbonylative cross coupling of aryl halides with potassium aryl trifluoroborates even at atmospheric pressure of carbon monoxide. This protocol is efficient, operationally simple, and shows wide scope with regard to both aryl halides and potassium aryl trifluoroborates containing a series of active functional groups.

Copper-catalyzed carbonylative Suzuki coupling of aryl iodides with arylboronic acids under ambient pressure of carbon monoxide

An efficient and ligandless nanocopper-catalyzed carbonylative cross-coupling of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol), has been developed. This protocol is general, practical, and recyclable, and offers an attractive alternative to the corresponding palladium-mediated carbonylative Suzuki process for the construction of biaryl ketone scaffolds.

In situ generated nickel nanoparticle-catalyzed carbonylative Suzuki reactions of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol)

A general in situ generated nickel nanoparticle-catalyzed carbonylative Suzuki reactions of aryl iodides with arylboronic acids at atmospheric CO pressure in poly(ethylene glycol) has been demonstrated. A wide range of aryl iodides and arylboronic acids can be coupled to the corresponding biarylketones with high yields even in the absence of an added ligand and at low catalyst loading. The nature of the active catalytic species is discussed. This journal is

Synthesis and reactions of silylated and stannylated 1,2-azoles

Silicon or tin 4-metalated pyrazoles and isoxazoles are synthesized by silyl- or stannylcupration from 4-haloazoles. On the other hand, 5-metalated pyrazoles are prepared by reaction of 5-un-substituted pyrazoles with LDA and subsequent treatment with chlorosilanes and chlorostannanes. Furthermore, starting from 5-unsubstituted 4-halopyrazoles and applying both methodologies, 4,5-dimetalated pyrazoles bearing silyl groups different from trimethylsilyl or tributylstannyl groups are obtained. Some regioselective ipso-substitutions are also studied.

Photochemistry of 4-Acylisoxazoles

The photochemistry of 4-acylisoxazoles 4, 5, 13, 14, and 17 was investigated in an effort to clarify literature contradictions and anomalies and to provide a more detailed picture of the nature and number of intermediates involved in photoreactions of these systems.In contrast to a previous report on the photorearrangement of 14, both oxazoles expected from a 2H-azirine intermediate have been observed.Wavelength studies of 5 and the derived 2H-azirine 10 revealed evidence for the involvement of at least two distinct product-forming intermediates.The results of quantum yield and laser photolysis measurements for ketones 4, 14, and 17 have been interpreted in terms of rapid openings of triplet states to form diradical-like intermediates coupled with efficient reclosures (70-99percent).