49660-97-1

Upstream product

• 352-13-6 4-flourophenylmagnesium bromide 
• 18826-59-0 1-(4-fluorophenyl)-prop-1-yne 
• 66003-76-7 Diphenyliodonium triflate 
• 100-42-5 styrene 
• 459-57-4 4-fluorobenzaldehyde 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 108-90-7 chlorobenzene 
• 347-84-2 1-(4-fluorophenyl)-2-phenylethanone 
• 57-09-0 cetyltrimethylammonim bromide 
• 16056-11-4 N,N,N-trimethylanilinium bromide 
• 138-24-9 phenyltrimethylammonium chloride 
• 10581-12-1 tetramethyl ammonium acetate 
• 75-58-1 tertamethylammonium iodide 
• 75-57-0 tetramethlyammonium chloride 

Downstream Products

• 77670-01-0 (2S,3S)-2-(4-Fluoro-phenyl)-3-phenyl-butan-2-ol 
• 77670-01-0 (2S,3R)-2-(4-Fluoro-phenyl)-3-phenyl-butan-2-ol 

Relevant academic research and scientific papers

Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents

We describe the use of phenyl trimethylammonium iodide (PhMe3NI) as an alternative methylating agent for introducing a CH3group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, noncancerogenic, and easy-to-handle solids. This regioselective method is characterized by ease of operational setup, use of anisole as green solvent, and yields up to 85%.

Blue Light Promoted Difluoroalkylation of Aryl Ketones: Synthesis of Quaternary Alkyl Difluorides and Tetrasubstituted Monofluoroalkenes

A facile and cost-effective method for the preparation of fluoroalkylated compounds has been described by the direct photoexcitation of halofluoroalkanes with blue light absorptivity, enabling the difluoroalkylation of aryl ketones. The methodology has provided an efficient, mild, and catalyst-free synthetic method for quaternary difluoroalkylated arenes and tetrasubstituted monofluoroalkenes.

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.

N-Heterocyclic carbene-palladacyclic complexes: synthesis, characterization and their applications in the C-N coupling and α-arylation of ketones using aryl chlorides

N-Heterocyclic carbene-palladacyclic complexes 3 were successfully achieved in a one-pot procedure under mild conditions. The structure of 3a was unambiguously confirmed by X-ray single crystal diffraction and it was an active catalyst in the Buchwald-Hartwig amination and α-arylation of ketones even at very low catalyst loadings (0.01 mol%).

Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids

A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.

Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex

The cationic Ru-H complex was found to be an effective catalyst for the intermolecular hydroacylation of aryl-substituted olefins with aldehydes to form branched ketone products. The preliminary kinetic and spectroscopic studies elucidated a ruthenium-acy

Copper-catalyzed regioselective reaction of internal alkynes and diaryliodonium salts

The copper-catalyzed highly regioselective reaction of internal alkynes with diaryliodonium salts was achieved for the first time. α-Arylketones were obtained in moderate to good yields from arylpropargylic alcohols or aryl alkyl alkynes under mild condit

MECANISME DE L'ADDITION NUCLEOPHILE AU GROUPEMENT CARBONYLE-I. INFLUENCE DE LA NATURE DU SUBSTITUANT POLAIRE SUR LA STEREOCHIMIE ET LA REACTIVITE DANS LES REACTIONS D'ADDITION DE BROMURE DE METHYLMAGNESIUM AUX ARYL-1 PHENYL-2 PROPANONES

The influence of a m- or p-polar substituent in 1-aryl 2-phenyl propanones, on addition reactions with CH3MgBr in ether at 30 deg C has been investigated.The invariability of asymmetric induction as a function of substituent, and the correlation of rate constant ratios with Hammett ? constants (ρ=0.24, r=0.97), are consistent with a four-centre pericyclic concerted mechanism with concomitant departure of a solvent molecule.