413597-89-4

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 394-59-2 2,2,2-trifluoro-1-(p-tolyl)ethanone 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 68185-94-4 trimethyl-4-methylbenzoylsilane 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 239473-10-0 2,2-difluoro-5-methyl-1-p-tolylhex-4-en-1-one 
• 394-59-2 2,2,2-trifluoro-1-(p-tolyl)ethanone 
• 1277192-06-9 (S)-tert-butyl N-(2,2-difluoro-3-oxo-1-phenyl-3-p-tolylpropyl)carbamate 
• 1366284-63-0 N-(1-(4-chlorophenyl)-2,2-difluoro-3-oxo-3-p-tolylpropyl)benzohydrazide 

Relevant academic research and scientific papers

Base-catalysed 18F-labelling of trifluoromethyl ketones. Application to the synthesis of 18F-labelled neutrophil elastase inhibitors

A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a-COCF3 functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of this new method was demonstrated by the synthesis of fluorine-18 labelled neutrophil elastase inhibitors, which are potentially useful for detection of inflammatory disorders.

Photoredox-catalyzed redox-neutral difluoroalkylation to construct perfluoroketones with difluoroenoxysilanes

A mild and facile approach to construct various perfluoroketonesviaphoto-catalyzed difluoroalkylation of difluoroenoxysilanes is developed. The reaction includes a strategy of combination of two fluorine-containing functional groups, which confers the reaction with characteristics like high efficiency, mild conditions, and broad scope. A variety of fluoroalkyl halides including perfluoroalkyl iodides, bromo difluoro esters and amides can be employed as radical precursors. Control experiments indicate that a single-electron transfer pathway may be involved in the reaction.

Cascade Cyclization of Azadienes with Difluoroenoxysilanes: A One-Pot Formal [4 + 2] Approach to Fluorinated Polyfused Heterocycles

A TfOH-promoted synthesis of fluorinated polyfused heterocycles via the cascade cyclization of azadienes and difluoroenoxysilanes has been developed, leading to the facile construction of fluorinated benzofuro[3,2-b]pyridines, 5H-indeno[1,2-b]pyridines, and 5,6-dihydrobenzo[h]quinolines. This one-pot formal [4 + 2] approach involves 1,4-difluoroalkylation, desulfonylation, cyclization, and dehydrated and dehydrofluorinated aromatization and represents the first application of difluoroenoxysilane in cascade transformations. Furthermore, this methodology is highlighted by the synthesis of three fluoro analogues of bioactive molecules with potent topoisomerase inhibitory activities.

Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide

A photoredox-catalyzed three-component reaction of aryldiazonium tetrafluoroborates with sodium metabisulfite and 2,2-difluoro enol silyl ethers is described. By using sodium metabisulfite as the source of sulfur dioxide, this method provides an elegant a

New entry for fluorinated carbocycles: Unprecedented 3,6-disubstituted 1,1,2,2-tetrafluorocyclohexane derivatives

The synthetic protocols for symmetrical/unsymmetrical 3,6-disubstituted 1,1,2,2-tetrafluorocyclohexane molecules were successfully established for the first time. Some of thus obtained tetrafluorinated cyclohexanes underwent recrystallization to afford trans-configured products preferentially. One of the unsymmetrical trans-disubstituted tetrafluorocyclohexanes, trans-1-ethyl-2,2,3,3-tetrafluoro-4-[4-(trans-4-n-propylcyclohex-1-yl)phenyl]cyclohexane, was found to possess a low birefringence Δn (0.073) and a large negative dielectric anisotropy Δε (–9.4) in a binary mixture system, which were very prominent as characteristics of LC molecules in VA-mode driving LC displays.

SUBSTITUTED PYRIDINONES AS MGAT2 INHIBITORS

The present invention provides compounds of Formula (I): or a stereoisomer, a tautomer, a pharmaceutically acceptable salt, a polymorph, or a solvate thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.

Asymmetric catalytic Mannich-type reaction of hydrazones with difluoroenoxysilanes using imidazoline-anchored phosphine ligand-zinc(II) complexes

Asymmetric Mannich-type reaction of hydrazones with difluoroenoxysilanes using chiral zinc(II)-imidazoline-phosphine complexes as catalysts have been established, giving the corresponding adducts in good to excellent enantioselectivity and chemical yields under mild conditions. The Royal Society of Chemistry 2012.

Oxidative cross-coupling of ββ-difluoroenol silyl ethers with nucleophiles: A dipole-inversion method to difluoroketones

Oxidative cross-coupling of α-aryl-β,β-difluoroenol silyl ethers with heteroaromatics in the presence of Cu(OTf)2 in wet acetonitrile proceeds smoothly, affording heteroaryldifluoromethyl aryl ketones in 61-88% yields. Alcohols also react as nu

A general method of halogenation for synthesis of α-halodifluoromethyl ketones and [18F]-labeled trifluoromethyl ketones

A convenient general method of halogenations suitable for synthesis of α-halodifluoromethyl ketones is reported. Reaction of 2,2-difluoro-1-aryl-1-trimethylsiloxyethenes (difluoro silyl enol ethers) (2a-e) with halogens at low temperature (-30 to -78 °C) produced a high yield of α-halodifluoromethyl ketones (1a-j). This one-step simple method can be highly useful for synthesis of [18F]-labeled α-trifluoromethyl ketones.

Facile preparation of di- and monofluoromethyl ketones from trifluoromethyl ketones via fluorinated enol silyl ethers

Di- and monofluoromethyl ketones were prepared from the readily available trifluoromethyl ketones in high yields. Magnesium metal mediated reductive defluorination readily generates fluorinated enol silyl ethers, which upon fluoride or acid assisted hydrolysis give the respective ketones in good to excellent yields.