39193-85-6

Usage

InChI:InChI=1/C15H14O3/c1-17-13-7-3-5-11(9-13)15(16)12-6-4-8-14(10-12)18-2/h3-10H,1-2H3

Upstream product

• 611-80-3 3,3'-dihydroxybenzophenone 
• 77-78-1 dimethyl sulfate 
• 55360-45-7 bis(3-methoxyphenyl)methanol 
• 2398-37-0 3-methoxyphenyl bromide 
• 1711-05-3 m-anisoyl chloride 
• 74032-47-6 S-(2-pyridinyl) 3-methoxybenzenecarbothioate 
• 591-31-1 3-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 201230-82-2 carbon monoxide 
• 119072-55-8 tert-butylisonitrile 
• 10365-98-7 3-methoxyphenylboronic acid 
• 124-38-9 carbon dioxide 
• 766-85-8 3-methoxy-1-iodobenzene 

Downstream Products

• 574738-22-0 1,1-bis-(3-methoxy-phenyl)-ethanol 
• 611-80-3 3,3'-dihydroxybenzophenone 
• 108715-03-3 3,3'-dimethoxy-benzophenone oxime 
• 860564-02-9 5,5'-dimethoxy-2,4,2',4'-tetranitro-benzophenone 
• 144617-66-3 3,3-Bis-(3-methoxy-phenyl)-acrylonitrile 
• 1488-34-2 bis-1,1-(3-methoxyphenyl)ethene 
• 68161-05-7 4,4'-(2,2-diphenylethene-1,1-diyl)bis(methoxybenzene) 
• 112779-48-3 9-methoxy-5-(3'-methoxyphenyl)-1-phenyl-3H-2-benzazepine 
• 112779-44-9 7-methoxy-5-(3'-methoxyphenyl)-1-phenyl-3H-2-benzazepine 
• 186496-27-5 3,3-Bis-(3-methoxy-phenyl)-allylamine 
• 144617-71-0 N-[3,3-Bis-(3-methoxy-phenyl)-allyl]-benzamide 
• 1131906-47-2 1,1-bis(3-methoxyphenyl)-2-methoxyethene 
• 166960-69-6 ethyl 3,3-bis(3-methoxyphenyl)acrylate 
• 120553-09-5 3,3-bis(3-methoxyphenyl)acrylaldehyde 

Relevant academic research and scientific papers

Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.

Palladium nanoparticles on amino-modified silica-catalyzed C–C bond formation with carbonyl insertion

Abstract: A practical and heterogeneously catalyzed Stille, homo-coupling, and Suzuki carbonylation reaction has been reported using Pd nanoparticles supported on amino-vinyl silica-functionalized magnetic carbon nanotube (CNT@Fe3O4@SiO2-Pd) for the efficient synthesis of symmetrical and unsymmetrical diaryl ketones from aryl iodides. A wide variety of symmetrical and unsymmetrical diaryl ketones were obtained in high yields under CO gas-free conditions using Mo(CO)6 as an efficient carbonyl source. Considering the atom economy of Ph3SnCl, less than an equimolar amount can be applied in Stille transformation, which is of great importance due to the toxicity of organotin derivatives. Moreover, no phosphine ligand and external reducing agent were necessary in these coupling carbonylation reactions. This heterogeneous Pd catalyst offers high activity with very low palladium leaching. Finally, the catalyst can be reused and recycled for six steps without loss in activity, exhibiting good example of sustainable methodology. Graphic abstract: [Figure not available: see fulltext.].

Photo-induced phosphorus radical involved semipinacol rearrangement reaction: Highly synthesis of γ-oxo-phosphonates

Hydroxyphosphoric acids display the unique biological activities, and they have some attractive prospects as clinical drug moleculars. Herein, a new approach for the synthesis of γ-oxo-phosphonates (the precursor of hydroxyphosphoric acid) has been established through the semipinacol rearrangement tactic involved the photo-induced phosphorus radical process. Most important, this transformation is avoid of the external oxidants, and occurs very well under the sunlight irradiation, meanwhile the γ-oxo-phosphonate was easily derivatized to obtain γ-hydroxyphosphoric acid, thus highlights the synthesis value of this method.

Method for preparing symmetric diarylketone through catalytic oxidative carbonylation

The invention discloses a method for preparing symmetric diarylketone of a formula (I) as shown in the description. The method comprises the following steps: mixing arylboronic acid (II) (Ar-B(OH)2 (II)), a palladium catalyst, a promoter and an organic solvent in a reactor, introducing air and CO having a volume ratio of (7-19):1, reacting under the conditions of a pressure of 1-6 atm and a temperature of 30-80 DEG C for 8-16 hours, and performing after-treatment on the reaction solution, thereby obtaining the product symmetric diarylketone. According to the method disclosed by the invention,the air directly serves as an oxidizing agent to replace the O2 to be applied to oxidative carbonylation of the arylboronic acid, and the ratio of the air to CO is beyond an explosion limit. Therefore, the catalytic system is safe and economic. The palladium catalyst is small in dosage and simple in separation and can be recycled for several times. The method disclosed by the invention is mild inreaction condition, excellent in substrate suitability and high in yield.

Palladium/Copper-Catalyzed Oxidative Coupling of Arylboronic Acids with Isocyanides: Selective Routes to Amides and Diaryl Ketones

An efficient and alternative oxidative cross-coupling strategy starting from arylboronic acids and isocyanides for the selective synthesis of amides and diaryl ketones with palladium/copper catalysis is developed. Various substituted benzamides and benzop

Synthesis of Symmetrical Diaryl Ketones by Cobalt-Catalyzed Reaction of Arylzinc Reagents with Ethyl Chloroformate

Symmetrical diaryl ketones were prepared by a cross-coupling reaction between aryl bromides and ethyl chloroformate. This new method, which uses a catalyst composed of CoBr2and a bipyridine ligand along with readily available starting materials, allows for the synthesis of a variety of symmetrical diaryl ketones in moderate to excellent yields (37–99 %) under mild conditions. This reaction, in which ethyl chloroformate acts as a surrogate of carbon monoxide in the presence of cobalt and zinc, represents an interesting alternative to previously known approaches for the synthesis of diarylmethanones.

Ligand-Free Palladium-Catalyzed Oxidative Carbonylative Homocoupling of Arylboron Reagents at Ambient Pressure

Arylboronic acids or potassium aryltrifluoroborates were readily oxidatively carbonylated to their corresponding diaryl ketones in high yields with high selectivities by ligand-free palladium-catalyzed homocoupling at atmospheric pressure. This novel method employs molecular oxygen or iodine as the oxidant and offers an attractive alternative to transition-metal-based oxidant systems.

UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions

UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.

Visible light-mediated arylalkylation of allylic alcohols through concomitant 1,2-aryl migration

A photocatalytic process for selective arylalkylation of allylic alcohols with α-bromo diethyl malonate has been developed. The reaction provided a straightforward approach to synthesize α-aryl-β-alkylated ketones via unique 1,2-aryl migration. The procedure is highlighted by its operational simplicity and mild reaction conditions.

One-pot synthesis of diarylmethanones through palladium-catalyzed sequential coupling and aerobic oxidation of aryl bromides with acetophenone as a latent carbonyl donor

A one-pot palladium-catalyzed synthesis of symmetrical and unsymmetrical diarylmethanones using acetophenone and aryl bromides as raw materials has been developed. In this reaction, acetophenone acts as a latent carbonyl donor and two pathways of palladium-catalyzed sequential coupling and aerobic oxidation are identified. The reaction is applicable to a spectrum of substrates and delivers the products in moderate to good yields. This method can be used for the synthesis of ketoprofen, a nonsteroidal anti-inflammatory drug, in a two-step procedure and 45% overall yield.