211106-76-2

Upstream product

• 201230-82-2 carbon monoxide 
• 5720-05-8 4-methylphenylboronic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 619-66-9 4-Carboxybenzaldehyde 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 105-07-7 4-cyanobenzaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 13939-06-5 molybdenum hexacarbonyl 
• 110931-67-4 4-(bromomethyl)-4’-methylbenzophenone 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 108-88-3 toluene 
• 874-60-2 4-methyl-benzoyl chloride 

Relevant academic research and scientific papers

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction of Arylboronic Acids with Aryl Electrophiles: Synthesis of Biaryl Ketones

The carbonylative cross-coupling reaction of arylboronic acids with aryl electrophiles (ArI, ArBr, and ArOTf) to yield unsymmetrical biaryl ketones was carried out in anisole at 80°C in the presence of a palladium catalyst and a base. The reaction selectively proceeded under an atmospheric pressure of carbon monoxide when PdCl2(PPh3)2 (3 mol %)/K2CO3 (3 equiv) were used for aryl iodides and PdCl2(dppf) (3 mol %)/K2CO3 (3 equiv)/KI (3 equiv) for the bromides or the triflates. The carbonylation of arylboronic acids with benzyl halides gave aryl benzyl ketones.

Ligand-free Palladium-Catalyzed Carbonylative Suzuki Coupling of Aryl Iodides in Aqueous CH3CN with Sub-stoichiometric Amount of Mo(CO)6 as CO Source

A new method for the synthesis of diaryl and heterodiaryl ketones has been established based on the palladium-catalyzed carbonylative Suzuki coupling approach with sub-stoichiometric Mo(CO)6 as CO source. Using 0.5 mol% of Pd(TFA)2 as catalyst, 0.5 equivalent of Mo(CO)6 as solid carbonyl reagent and 3 equivalent of K3PO4 as base, a wide range of functionalized (hetero)aryl iodides and (hetero)aryl boronic acids could smoothly proceed the carbonylative cross-coupling reaction in aqueous CH3CN at 50 °C, affording the corresponding ketones in good to excellent yields. The newly developed method was easy to operate under mild conditions with high efficiency. (Figure presented.).

Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA

A cobalt-catalyzed C(sp3)-H oxygenation reaction to furnish aldehyde was herein reported. This transformation demonstrated high chemo-selectivity, and tolerated various methylarenes bearing electron-withdrawing substituents. This reaction provided rapid access to diverse aldehydes form methylarenes. Notably, TFA/TFAA was used for the first time as a mixed solvent in cobalt-catalyzed oxygenation of benzylic methylenes.

Development of a Rhodium(II)-Catalyzed Chemoselective C(sp3)-H Oxygenation

We report the first example of RhII-catalyzed chemoselective double C(sp3)-H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields. A possible mechanism involving a unique carbene-Rh complex is proposed, and has been supported by both experiments and theoretical calculations.

Palladium(II)-catalyzed desulfitative synthesis of aryl ketones from sodium arylsulfinates and nitriles: Scope, limitations, and mechanistic studies

A fast and efficient protocol for the palladium(II)-catalyzed production of aryl ketones from sodium arylsulfinates and various organic nitriles under controlled microwave irradiation has been developed. The wide scope of the reaction has been demonstrated by combining 14 sodium arylsulfinates and 21 nitriles to give 55 examples of aryl ketones. One additional example illustrated that, through the choice of the nitrile reactant, benzofurans are also accessible. The reaction mechanism was investigated by electrospray ionization mass spectrometry and DFT calculations. The desulfitative synthesis of aryl ketones from nitriles was also compared to the corresponding transformation starting from benzoic acids. Comparison of the energy profiles indicates that the free energy requirement for decarboxylation of 2,6-dimethoxybenzoic acid and especially benzoic acid is higher than the corresponding desulfitative process for generating the key aryl palladium intermediate. The palladium(II) intermediates detected by ESI-MS and the DFT calculations provide a detailed understanding of the catalytic cycle. (Figure Presented).

A facile synthesis of 1,4-diacylbenzenes

An efficient method for the synthesis of 1,4-diacylbenzenes has been developed employing bis-tetrabutylammonium dichromate as an oxidant. By this methodology, a series of aldehydes and ketones have been synthesised under mild reaction conditions in moderate yields.

Palladium-catalyzed direct conversion of carboxylic acids into ketones with organoboronic acids promoted by anhydride activators

A new type of catalytic process to convert carboxylic acids and organoboron compounds into unsymmetrical ketones in one-pot under mild and neutral conditions was presented. The method allowed the use of an α, β-unsatuarted carboxylic acids such as trans-c

General and greener route to ketones by palladium-catalyzed direct conversion of carboxylic acids with organoboronic acids

Cross-coupling reaction of carboxylic acids with organoboron compounds catalyzed by palladium complexes in the presence of an activator such as dimethyl dicarbonate under mild conditions gives ketones in excellent yields except for certain substrates.

Curious oxygen effect on photosensitized electron-transfer reactions of benzophenone oxime O-methyl ethers: One-way photoisomerization of an iminic double bond

Under an oxygen atmosphere, the E and Z isomer ratio of N-methoxy-4-methoxyphenyl-4'-methylphenylmethanimine (initially, [E]/[Z]=1/1) reached 4/96 upon irradiation (>360 nm) of 9,10-dicyanoanthracene (DCA) as a photosensitizer in acetonitrile. (C) 2000 Elsevier Science Ltd.