86340-78-5

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 384-67-8 2-chloro-2,2-difluoroacetophenone 
• 5908-41-8 benzoyltrimethylsilane 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 1259998-89-4 2,2,4,4,4-pentafluoro-3,3-dihydroxy-1-phenylbutan-1-one 
• 100-58-3 phenylmagnesium bromide 
• 734-18-9 2,2-difluoro-1-phenyl-2-(phenylsulfonyl)ethan-1-one 
• 321-37-9 4'-chloro-2,2,2-trifluoroacetophenone 

Downstream Products

• 395-01-7 2,2-difluoro-1-phenylethanone 
• 150542-06-6 α,α,α-iodinefluoroacetophenone 
• 334873-75-5 2,2-difluoro-3-hydroxy-4-methyl-1-phenylpentan-1-one 
• 209474-41-9 2,2-difluoro-3-hydroxy-1-phenylpent-4-en-1-one 
• 2525-85-1 2,2,3,3-tetrafluoro-1,4-diphenylbutane-1,4-dione 
• 327085-39-2 C₂₂H₂₈F₄O₂Si₂ 

Relevant academic research and scientific papers

Expedient synthesis of [18F]-labeled α-trifluoromethyl ketones

Several [18F]-labeled α-trifluoromethyl ketones have been synthesized. Reactions of 2,2-difluoro-1-aryl-1-trimethylsiloxyethenes (1a-d) with [18F]-F2 at low temperature produced [ 18F]-labeled α-trifluoromethyl

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.

Trifluoromethylthiolation, Trifluoromethylation, and Arylation Reactions of Difluoro Enol Silyl Ethers

This study reports a new application area of difluoro enol silyl ethers, which can be easily obtained from trifluoromethyl ketones. The main focus has been directed to the electrophilic fluoroalkylation and arylation methods. The trifluoromethylthiolation of difluoro enol silyl ethers can be used for the construction of a novel trifluoromethylthio-α,α-difluoroketone (-COCF2SCF3) functionality. The -CF2SCF3 moiety has interesting properties due to the electron-withdrawing, albeit lipophilic, character of the SCF3 group, which can be combined with the high electrophilicity of the difluoroketone motif. The methodology could also be extended to difluoro homologation of the trifluoromethyl ketones using the Togni reagent. In addition, we presented a method for transition-metal-free arylation of difluoro enol silyl ethers based on hypervalent iodines.

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

Method for synthesizing fluorine-containing glycine ester derivatives

The invention discloses a method for synthesizing fluorine-containing glycine ester derivatives. The method includes steps of proportionally adding copper trifluoromethanesulfonate and glycine ester derivatives, utilizing dichloromethane as a solvent, sti

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.

Generation of Magnesium Pentafluoropropen-2-olate from Hexafluoroisopropanol and Synthesis of 2,2,4,4,4-Pentafluoro-3,3-dihydroxyketones

2,2,4,4,4-Pentafluoro-3,3-dihydroxyketones are valuable precursors to difluoroenolates following fragmentation during the release of trifluoroacetate; however, there are few synthetic strategies to prepare this unique class of compound. We addressed this

Visible-light-initiated difluoromethylation of arene diazonium tetrafluoroborates

A mild and efficient method for the radical addition of α-aryl-β,β-difluoroenol silyl with arene diazonium tetrafluoroborates at room temperature has been disclosed, which involves an innate radical long chain cycle, so only a small amount (0.05 mol%) of photocatalyst and a short light exposure time are required as radical initiators. A proposed mechanism for the transformation is also illustrated based on the results of control experiments and quantum calculations. A variety of α-aryl-α,α-difluoroketones were formed in moderate to high yields, and can be easily further transformed into various difluoromethylarenes under basic conditions.