39070-92-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(4-methoxyphenyl)(naphthalen-1-yl)methanone is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a versatile building block for creating complex organic molecules, which is why it is highly valued in the field of medicinal chemistry.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (4-methoxyphenyl)(naphthalen-1-yl)methanone is used as a key component in the development of new drugs. Its potential biological activities, such as anti-inflammatory and analgesic properties, make it a promising candidate for further research and development.
Used in Drug Development:
(4-methoxyphenyl)(naphthalen-1-yl)methanone is also utilized in drug development due to its potential therapeutic applications. Researchers are interested in exploring its potential use as an anti-inflammatory and analgesic agent, which could lead to the creation of new medications for various medical conditions.
Overall, (4-methoxyphenyl)(naphthalen-1-yl)methanone is a valuable compound in the fields of pharmaceutical synthesis, medicinal chemistry research, and drug development. Its unique structure and potential biological activities make it a promising candidate for further exploration and application in the development of new medications and therapies.

Upstream product

• 91-20-3 naphthalene 
• 100-07-2 4-methoxy-benzoyl chloride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 86-53-3 1-Cyanonaphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 874-90-8 4-methoxybenzonitrile 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 31076-84-3 4-acetylbenzoyl chloride 
• 1090-21-7 diethyl hydroxy(naphth-1-yl)methylphosphonate 
• 100-66-3 methoxybenzene 
• 90-14-2 1-Iodonaphthalene 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 76580-08-0 1-(4-methoxyphenyl)-2-(naphthalen-1-yl)ethan-1-one 

Downstream Products

• 39070-85-4 (4-hydroxyphenyl)naphthalen-1-yl-methanone 
• 677761-68-1 (4-methoxyphenyl)(2-methyl-4-hydroxyphenyl)(naphth-1-yl)methane 
• 586949-84-0 (4-methoxyphenyl)(3-methyl-4-hydroxyphenyl)(naphth-1-yl)methane 
• 586949-83-9 (4-methoxyphenyl)(4-hydroxyphenyl)(naphth-1-yl)methane 

Relevant academic research and scientific papers

Novelmeta-benzothiazole and benzimidazole functionalised POCOP-Ni(ii) pincer complexes as efficient catalysts in the production of diarylketones

The synthesis of four novel non-symmetric Ni(ii)-POCOP pincer complexesmeta-functionalized with either benzothiazole or benzimidazole at the central aryl ring is described. All complexes were fully characterised in solution by various analytical techniques and the molecular structures in the solid state of complexes1b,2aand2bwere unequivocally determined by single crystal X-ray diffraction analysis. In addition, the Ni(ii)-POCOP pincer complexes were efficiently used as catalysts in the synthesis of diarylketones by cross-coupling reactions of functionalized benzaldehydes and boronic acid derivatives under relatively mild conditions. An important aspect of this transformation is the dependence on the steric properties of the donor groups (OPR2) of the pincer ligands, the more active compounds having the phosphinitos bearing isopropyl groups (1aand2a) than those containingtert-butyl substituents (1band2b).

Method for preparing diarylketone compound through efficient catalysis of pyridine palladium

According to the invention, a method for preparing a diarylketone compound through efficient catalysis of pyridine palladium is provided, wherein aryl phenylboronic acid, iodobenzene compounds and carbon monoxide are used as raw materials, potassium carbonate or potassium hydroxide is used as alkali, pyridine palladium or 3-chloropyridine palladium is used as a catalyst, and the diaryl compound isprepared at high efficiency and yield. The method provided by the invention has the advantages of small catalyst dosage, high catalytic activity, stability to air, simple operation, short reaction time and high atom economy, opens up a low-cost, green and efficient way for preparation of the diarylketone compound, and has broad application prospects.

Carbonylative Suzuki Coupling Reaction Catalyzed by a Hydrospirophosphorane Palladium Complex

A Pd complex with the H-spirophosphorane ligand, PdCl2{P(OCMe2CMe2O)OC6H4NH2} (Cat. 1), was used as the catalyst in the carbonylative Suzuki coupling of substituted iodobenzenes with arylboronic acids and with sodium tetraphenylborate. Substituted diarylketones were obtained in good to excellent yields and a selectivity over 95 % under 1 atm of CO with 1.5 mol % of the catalyst. The promoting role of the H-spirophosphorane ligand in the catalytic process was evidenced. We used X-ray photoelectron spectroscopy, TEM, and 31P NMR spectroscopy to reveal that during the reaction Cat. 1 undergoes transformation into Pd complexes that bear the spirophosphorane ligand or other P ligands formed by its dealkylation and to Pd nanoparticles. All these Pd species contribute to the high productivity of the system.

Carbonylative Suzuki-Miyaura coupling catalyzed by palladium supported on aminopropyl polymethylsiloxane microspheres under atmospheric pressure of CO

Carbonylative Suzuki-Miyaura cross-coupling reactions of various aryl iodides with phenylboronic acids were catalyzed by palladium supported on amino-modified silica microspheres. Reactions performed with a very low concentration of Pd, under the atmospheric pressure of CO, led to high/moderate yields of multiple benzophenones.

Diaryl a ketone compound catalytic oxidation synthesis method

The invention provides a catalytic oxidation synthesis method of a diaryl ketone compound. In an organic solvent, ester derivatives of diaryl methanol are used as reaction substrates, DDQ and TBN are used as catalysts, oxygen is used as an oxidant, so as to react for 1 to 12 h under the conditions of oxygen pressure of 0.1 to 0.4 MPa and temperature of 110 to 140 DEG C, and post processing is performed on reaction liquid, so as to obtain a product of the diaryl ketone compound; structural formulas of the ester derivatives of the diaryl methanol as the reaction substrates are shown in the formulas (V), (VI), (VII) or (VIII), and structural formulas of products which are correspondingly obtained one by one are shown in the formulas (I), (II), (III) or (IV). The catalytic oxidation synthesis method has the advantages of simplicity, convenience and safety in operation, mild reaction condition, high product selectivity and environmental friendliness.

Phosphine-Free, Heterogeneous Palladium-Catalyzed Atom-Efficient Carbonylative Cross-Coupling of Triarylbismuths with Aryl Iodides: Synthesis of Biaryl Ketones

A novel and highly efficient heterogeneous palladium-catalyzed carbonylative cross-coupling of aryl iodides with triarylbismuths has been developed that proceeds smoothly at atmospheric CO pressure and provides a general and powerful tool for the preparation of various valuable biaryl ketones with high atom economy, good to excellent yield, and recyclability of the catalyst. The reaction is the first example of Pd-catalyzed carbonylative cross-coupling for the construction of biaryl ketones using triarylbismuths as substrates.

Oxy-Wittig reactions of 1-naphthyl(aryl)methylphosphonates: a new approach to naphthylarylketones

Valuable compounds, naphthylarylketones are synthesized via oxy-Wittig (oxygenation of phosphonate carbanions) type reactions of diverse 1-naphthyl(aryl)methylphosphonates at room temperature by producing water soluble by-product. Commercially known but synthetically unexposed and expensive naphthylarylketones are easily synthesized using this transition metal-free, operationally simple strategy. As precursors, a range of new naphthyl(aryl)methylphosphonates are obtained in excellent yield and regioselectivity by direct and clean synthetic protocol that involves FeCl3 or triflic acid (TfOH) mediated arylation reactions of easily accessible (hydroxy)-1-naphthylmethylphosphonate with activated as well as unactivated arenes including halogenated anisoles, biphenyl, naphthalene and pyrene (extended π-systems) at room temperature.

Chemoselective Transformation of Diarylethanones to Arylmethanoic Acids and Diarylmethanones and Mechanistic Insights

The chemoselective transformation of diarylethanones via either aerobic oxidative cleavage to give arylmethanoic acids or tandem aerobic oxidation/benzilic acid rearrangement/decarboxylation to give diarylmethanones has been developed. The transformation is controllable and applicable to a broad spectrum of substrates and affords the desired products in good to excellent yields. Mechanistic insights with control reactions, 1H NMR tracking, and single-crystal X-ray diffraction reveal a complex mechanistic network in which two common intermediates, α-ketohydroperoxide and diarylethanedione, and three plausible pathways are proposed and verified. These pathways are interlinked and can be switched reasonably by changing the reaction conditions. This method enables scalable synthesis and access to a number of valuable compounds, including vitamin B3, diphenic acid, and the nonsteroidal anti-inflammatory drug ketoprofen. The present protocol represents a step forward in exploiting complex mechanistic networks to control reaction pathways, achieving divergent syntheses from the same class of starting materials.

Ligand-free Pd catalyzed cross-coupling reactions in an aqueous hydrotropic medium

A simple, efficient and ligand-free protocol for the Suzuki-Miyaura reaction and base-free Heck-Matsuda reactions under mild reaction conditions have been developed over palladium supported on activated carbon (Pd/C) in an aqueous hydrotropic solution. The catalyst Pd/C was fully characterized by TG-DTA, SEM, EDS, XRD, XPS, BET and ICP-AES analyses. This green methodology represents a cost-effective and operationally convenient method for the synthesis of a variety of biaryls, prochiral ketones, and acrylates under the conditions that are tolerant for a broad range of functional groups with good to excellent yields. The developed Pd/C-aqueous hydrotrope combined catalytic system is well suited for the 3R approach (reducible, robust, and recyclable) for different cross-coupling reactions without an appreciable loss of its activity.

DDQ/tert-Butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C-H bonds

An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone/tert-butyl nitrite-catalyzed aerobic oxidation of diarylmethane sp3 C-H bonds in the presence of acetic acid has been developed. Under the optimal reaction conditions, a number of diarylmethanes can be directly converted to their corresponding diarylketones in good to excellent yields. In addition, a plausible reaction mechanism has been investigated.