10557-27-4

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-methoxyphenyl)propane-1,2-dione is used as a building block in the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable component in the development of new drugs and medications.
Used in Fragrance Industry:
1-(4-methoxyphenyl)propane-1,2-dione is used as a key ingredient in the production of fragrances due to its sweet, floral odor. It contributes to the creation of various scents and perfumes, enhancing their overall appeal and aroma.
Used in Chemical Manufacturing:
1-(4-methoxyphenyl)propane-1,2-dione is utilized in the manufacturing of other chemicals, serving as a versatile intermediate in various chemical reactions. Its presence in the synthesis process allows for the production of a wide range of chemical compounds with diverse applications.

Upstream product

• 68940-85-2 2,3-dihydroxy-1-(4-methoxyphenyl)propan-1-one 
• 15482-28-7 2-hydroxy-1-(4-methoxyphenyl)-propan-1-one 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 51410-48-1 1-(4-methoxy-phenyl)-propane-1,2-diol 
• 104-46-1 anethole 
• 68940-84-1 (4-methoxyphenyl)(oxiran-2-yl)methanone 
• 4136-21-4 p-methoxybenzoylmethanol 
• 91352-62-4 1-(4-methoxyphenyl)-2-methylpropane-1,3-diol 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 2749-97-5 4-methoxylphenylallene 
• 873196-20-4 3-(methoxyimino)-2-(4-methoxyphenyl)butanenitrile 
• 1346260-39-6 (E)-2-(methoxyimino)-1-(4-methoxyphenyl)propan-1-one 
• 63895-78-3 2-(4-methoxyphenyl)-3-oxobutanenitrile 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 

Downstream Products

• 91138-18-0 (2-amino-thiazol-4-yl)-(4-methoxy-phenyl)-methanone 
• 132497-16-6 2-dimethylamino-3-formyl-4-chloro-5-(4-methoxyphenyl)furan 
• 93379-07-8 (S)-(-)-2-hydroxy-1-(4-methoxyphenyl)-1-propan-1-one 
• 143191-63-3 (R)-(+)-2-hydroxy-1-(4-methoxyphenyl)-1-propan-1-one 
• 111004-04-7 (1R,2S)-1-(4'-methoxyphenyl)-1,2-propanediol 
• 1221265-50-4 2-(4-methoxyphenyl)-3-methyl-5-(trifluoromethyl)quinoxaline 
• 1221265-51-5 3-(4-methoxyphenyl)-2-methyl-5-(trifluoromethyl)quinoxaline 
• 5344-83-2 2-(hydroxyimino)-1-(4-methoxyphenyl)propan-1-one 

Relevant academic research and scientific papers

New push–pull chromophores. Synthesis of 2-[4-Aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrol-2(5H)-ylidene]malononitriles

2-Aminoprop-1-ene-1,1,3-tricarbonitrile (malononitrile dimer) reacted with 1-arylpropane-1,2-diones in ethanol in the presence of piperidine to give new donor–acceptor chromophores, 2-[4-aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-ylidene]malononitriles.

Direct Umpolung Morita–Baylis–Hillman like α-Functionalization of Enones via Enolonium Species

Herein we report on the umpolung of Morita–Baylis–Hillman type intermediates and application to the α-functionalization of enone C?H bonds. This reaction gives direct access to α-chloro-enones, 1,2-diketones and α-tosyloxy-enones. The latter are important intermediates for cross-coupling reaction and, to the best of our knowledge, cannot be made in a single step from enones in any other way. The proposed mechanism is supported by spectroscopic studies. The key initial step involves conjugate attack of an amine (DABCO or pyridine), likely assisted by hypervalent iodine acting as a Lewis acid leading to formation of an electrophilic β-ammonium-enolonium species. Nucleophilic attack by acetate, tosylate, or chloride anion is followed by base induced elimination of the ammonium species to give the noted products. Hydrolysis of α-acetoxy-enones lead to formation of 1,2-diketones. The α-tosyl-enones participate in Negishi coupling reactions under standard conditions.

Palladium-Catalyzed Synthesis of 1,2-Diketones from Aryl Halides and Organoaluminum Reagents Using tert-Butyl Isocyanide as the CO Source

In this work, an interesting and practical procedure for the synthesis of 1,2-diketones from aryl halides and organoaluminum reagents has been developed. Employing tert-butyl isocyanide as the CO source and palladium as the catalyst, the desired 1,2-diketones were isolated in good to excellent yields with good functional group tolerance. Concerning the reaction partners, besides aryl halides, both alkyl- A nd arylaluminum reagents were all suitable substrates here.

Cleavage of lignin model compounds and ligninox using aqueous oxalic acid

Aqueous oxalic acid cleaves oxidised β-O-4 lignin model compounds by two distinct mechanisms that are dependent on the presence of the hydroxymethyl substituent. Various β-O-4 phenoxyacetophenones that do not contain the hydroxymethyl substituent undergo oxidative cleavage upon exposure to aqueous oxalic acid in the presence of air, likely through concerted ring opening of a dioxetane intermediate to give the corresponding benzoic acid and phenyl formate. Importantly, detrimental side reactions arising from singlet oxygen and hydroperoxy radicals (from both O2 and oxalic acid) are minimal when the cleavage is run under air compared to neat oxygen. When oxidised β-O-4 lignin model compounds bearing the hydroxymethyl group are cleaved by aqueous oxalic acid, the resulting diketone and phenol products arise from a redox neutral cleavage that is analogous to the formic acid-sodium formate mediated lignin cleavage process reported by Stahl. Aqueous oxalic acid also cleaves lignin itself, with oxidised milled wood lignin (MWLox) from Pinus radiata giving a 14% yield of ethyl acetate soluble aromatics with good selectivity for vanillin. Aqueous oxalic acid appears to be a promising lignin cleavage system given the benign, bio-based reagents, absence of metals and organic solvents and a simple extraction procedure that enables oxalic acid recycling.

Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6-Trichlorophenyl Isocyanide: Synthesis of 1,2-Dicarbonyl Derivatives

The selective addition of organomagnesium reagents to 2,4,6-trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2-dicarbonyl compounds and α-hydroxy ketones.

Magnetic magnetite nanoparticals catalyzed selective oxidation of Α-hydroxy ketones with air and one-pot synthesis of benzilic acid and phenytoin derivatives

A clean and efficient protocol for selective oxidation of α-hydroxy ketones using magnetic magnetite nanoparticals (Fe3O4·MNPs) as catalyst with air as green oxidant has been developed. Application of Fe3O4·MNPs was also proved to be successful in one-pot synthesis of benzilic acid and phenytoin derivatives. The facile one-pot procedure enhanced the production efficiency, shortened the reaction time and minimized the chemical waste. Notably, the catalyst can be reused at least for five times without any appreciable loss of its activity.

Divergent Regio- and Stereoselective Gold-catalyzed Synthesis of α-Fluorosulfones and β-Fluorovinylsulfones from Alkynylsulfones

We developed a widely applicable, highly efficient synthesis of α-fluorosulfone and β-fluorovinylsulfone catalyzed by gold. Starting with alkynyl sulfone 1, an [Au]/HF/N-oxide system gives α-fluorosulfone 3 via a gold carbene intermediate, and, if no N-oxide is used, direct addition of HF to 1 gives vinyl sulfone 4 via a vinylfluoro gold intermediate. Both methods have good functional group tolerance and the reactions can be conducted in ambient atmosphere.

Functionalized α-oximinoketones as building blocks for the construction of imidazoline-based potential chiral auxiliaries

Functionalized α-oximinoketones with β-alkoxy, β-alkyl, and β-sulfenyl groups were used as efficient synthons for the preparation of chiral 1-acyl-4-imidazolin-2-ones and 1-acylimidazolidin-2-ones. For the preparation of the former heterocycles, α-oximinoketones were transformed into their respective imidazole N-oxides by neutral treatment with a chiral triazine, followed by reaction with acetic or propionic anhydrides to furnish the desired chiral 1-acetyl- or 1-propionyl-4-imidazolin-2-ones in moderate overall yields. Upon palladium hydroxide-catalyzed hydrogenation, these series were converted into their corresponding 1-acylimidazolidin-2-ones in high diastereoisomeric ratios. Thus, these novel chiral 1-acetyl- and 1-propionyl-imidazolidin-2-ones were obtained with a variety of alkyl groups at the C-4 and C-5 positions of the heterocycle, through a three-step methodology, and can be applied as new potential chiral auxiliaries.

COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR

Compounds active on c-kit protein kinases or mutant c-kit protein kinases having any mutations are described, as well as methods of making and using such compounds to treat diseases and conditions associated with aberrant activity of the c-kit protein kinases and/or mutant c-kit protein kinases.

A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes

Donor-substituted acyl gold carbenes are challenging to access selectively by gold-promoted intermolecular oxidation of internal alkynes as the opposite regioisomers frequently predominate. By using alkynyl sulfones or sulfonates as substrates, the oxidative gold catalysis in the presence of substituted pyridine N-oxides offers regiospecific access to acyl/aryl, acyl/alkenyl, and acyl/alkoxy gold carbenes by in situ expulsion of sulfur dioxide. The intermediacies of these reactive species are established by their reactivities, including undergoing further oxidation by the same oxidant, cyclopropanation of styrenes, engaging in a [3+2] cycloaddition with α-methylstyrene, and conversion into dienones. Accept it: A desulfonylative approach was developed to regiospecifically access these underexplored acyl gold carbenes from either alkynyl aryl/alkenyl sulfones or alkynyl sulfonate substrates. The reactivities of these donor- and acceptor-substituted carbenes are examined.