23592-90-7

Upstream product

• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 
• 576-22-7 2-Bromo-m-xylene 
• 100379-00-8 2,6-dimethylbenzene boronic acid 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 29549-16-4 2-Phenyl-4(2',6'-xilyl)-1-buten-3-on 

Relevant academic research and scientific papers

N-heterocyclic carbene-palladium-imine complex catalyzed α-arylation of ketones with aryl and heteroaryl chlorides under air atmosphere

A new structure of saturated ring skeleton monoligated NHC-Pd-Imine complex was easily synthesized and unambiguously confirmed by X-ray single crystal diffraction. It was found to be an efficient and air-stable catalyst for the α-arylation of ketones. The reaction could be operated in air without any negative effect. Non-activated aryl and heteroaryl chlorides have been successfully applied in the reaction with only 0.5 mol% catalyst loadings under air atmosphere. Excellent to good product yields were afforded.

Palladate Precatalysts for the Formation of C-N and C-C Bonds

A series of imidazolium-based palladate precatalysts has been synthesized and the catalytic activity of these air- and moisture-stable complexes evaluated as a function of the nature of the imidazolium counterion. These precatalysts can be converted under

Di-tert-butylneopentylphosphine (DTBNpP): An Efficient Ligand in the Palladium-Catalyzed α-Arylation of Ketones

Di-tert-butylneopentylphosphine (DTBNpP) and palladium(II) acetate provide an efficient catalytic system for the α-arylation of ketones. Aryl bromides were coupled with ketones using 0.25-0.5 mol-% Pd(OAc)2/DTBNpP in toluene at 50 C, whereas aryl chlorides required a higher catalyst loading (0.5-2.0 mol-%) and a higher temperature (80 C). Coupling of 2-bromophenol with ketones using the Pd/DTBNpP system provides an efficient route for the synthesis of benzofurans.

Palladium-catalyzed α-arylation of arylketones at low catalyst loadings

A general catalytic protocol for the α-arylation of aryl ketones has been developed. It involves the use of a preformed, bench-stable Pd-N-heterocyclic carbene pre-catalyst bearing IHept as an ancillary ligand, and allows the coupling of various functiona

N-heterocyclic carbene adducts of cyclopalladated ferrocenylpyridazine: Synthesis, structural characterization, and application in α-arylation of ketones with aryl chlorides

A new ferrocene-based ligand 3-chloro-6-pyridazinylferrocene 1 and its N-heterocyclic carbene adducts 2-3 were synthesized and characterized by 1H NMR and IR spectroscopy, ESI-MS, and elemental analysis. Additionally, detailed structures of complexes 2-3 have been determined by single-crystal X-ray analysis. Complex 3 exhibited high catalytic activity for α-arylation of ketones with aryl chlorides. Typically, using 1mol% catalyst in the presence of 1.5 equivalents of tBuOK as base in dioxane at 100°C provided coupled products in good yields.

Carbene adduct of cyclopalladated ferrocenylimine catalyzed α-arylation of ketones with aryl chlorides or bromides

Carbene adduct of cyclopalladated ferrocenylimine exhibited highly catalytic activity for the α-arylation of ketones with aryl halides. The corresponding products were obtained in moderate to excellent yields. Such protocol was applied to various ketones and a broad scope of aryl halides including aryl chlorides, bromides as well as unactivated and sterically hindered aryl halides.

Process for Preparing Aryl- and Heteroarylacetic Acid Derivatives

The present invention relates to a novel process for preparing α-arylmethylcarbonyl compound of the formula (III), characterized in that aryl- and heteroarylacetic acids and derivatives thereof of the formula (I) are reacted with α-halomethylcarbonyl compounds of the formula (II) in the presence of a palladium catalyst, of a phosphine ligand, of an inorganic base and of a phase transfer catalyst, optionally using an organic solvent.

Palladium-catalyzed cross-coupling of sterically demanding boronic acids with α-bromocarbonyl compounds

A catalyst system generated in situ from Pd(dba)2 and tri(o-tolyl)phosphine mediates the coupling of arylboronic acids with alkyl α-bromoacetates under formation of arylacetic acid esters at unprecedented low loadings. The new protocol, which involves potassium fluoride as the base and catalytic amounts of benzyltriethylammonium bromideas a phase transfer catalyst, is uniquely effective for the synthesis of sterically demanding arylacetic acid derivatives. (Figure presented)

(N-Heterocyclic Carbene)-Pd-catalyzed anaerobic oxidation of secondary alcohols and domino oxidation-arylation reactions

The use of commercially available (SIPr)Pd(cinnamyl)Cl (SIPr = 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene) as a precatalyst for the anaerobic oxidation of secondary alcohols is described. The use of this complex allows for a drastic reduction in the reaction times and catalyst loading when compared to the unsaturated counterpart. This catalytic system is compatible with the use of microwave dielectric heating, decreasing even further catalyst loading and reaction times. Domino Pd-catalyzed oxidation-arylation reactions of secondary alcohols are also presented.(Figure Presented)

A highly practical and general route for α-arylations of ketones using bis-phosphinoferrocene-based palladium catalysts

Well-defined, air-stable Pd complexes of bis-phosphinoferrocene family of catalysts have been studied in the arylation of various ketones with aryl chlorides and aryl bromides. Bis(di-tert-butyl)phosphinoferrocene (DtBPF)-based catalysts such as (DtBPF) P