112260-69-2

Upstream product

• 91-20-3 naphthalene 
• 941-98-0 1'-naphthacetophenone 
• 413598-39-7 ((E)-2-Fluoro-1-naphthalen-1-yl-vinyloxy)-trimethyl-silane 
• 715-80-0 2,2-difluoro-1-(naphthalen-1-yl)ethan-1-one 
• 6500-37-4 2,2,2-trifluoro-1-(naphthalen-1-yl)ethanone 
• 67-56-1 methanol 
• 76103-97-4 3-(naphthalene-1-yl)-3-oxopropanoic acid 
• 91077-76-8 α-Trimethylsilyloxy-α-(1-naphthyl)ethylene 
• 413598-04-6 (2,2-difluoro-1-naphthalen-1-yl-vinyloxy)-trimethyl-silane 

Downstream Products

• 941-98-0 1'-naphthacetophenone 
• 112260-71-6 1-(1,1-Bis-ethylsulfanyl-ethyl)-naphthalene 
• 1325147-00-9 (S)-2-fluoro-1-(naphthalen-1-yl)ethyl benzoate 
• 64977-43-1 2-fluoro-1-(naphthalen-1-yl)-2-phenylethan-1-one 

Relevant academic research and scientific papers

Hypervalent iodine-promoted α-fluorination of acetophenone derivatives with a triethylamine·hf complex

The direct fluorination reaction of acetophenone using iodosylarenes and TEA·5HF was conducted under mild conditions except for use of a HF reagent. The fluorination reaction was applied to acetophenone derivatives, acetonaphthones, benzyl phenyl ketone, propiophenone, butyrophenone, 1-indanone, and phenacyl chloride, giving selectively the corresponding α-fluoroketone derivatives in good yields.

Flow electrochemistry: a safe tool for fluorine chemistry

The heightened activity of compounds containing fluorine, especially in the field of pharmaceuticals, provides major impetus for the development of new fluorination procedures. A scalable, versatile, and safe electrochemical fluorination protocol is conferred. The strategy proceeds through a transient (difluoroiodo)arene, generated by anodic oxidation of an iodoarene mediator. Even the isolation of iodine(iii) difluorides was facile since electrolysis was performed in the absence of other reagents. A broad range of hypervalent iodine mediated reactions were achieved in high yields by coupling the electrolysis step with downstream reactions in flow, surpassing limitations of batch chemistry. (Difluoroiodo)arenes are toxic and suffer from chemical instability, so the uninterrupted generation and immediate use in flow is highly advantageous. High flow rates facilitated productivities of up to 834?mg h?1with vastly reduced reaction times. Integration into a fully automated machine and in-line quenching was key in reducing the hazards surrounding the use of hydrofluoric acid.

Α - fluoro acetophenone derivative

PROBLEM TO BE SOLVED: To provide a new production method of an α-fluoroacetophenone derivative by a simple one-step fluorination reaction with an acetophenone derivative under a mild condition.SOLUTION: An acetophenone derivative represented by formula (I) is reacted with a hydrogen fluoride/amine complex in the presence of a hypervalent iodine compound, (in the formula, a ring A indicates an aromatic ring of 1-3 members; Rindicates a hydrogen atom or an aromatic ring of 1-3 members that may be substituted; Rindicates a hydrogen atom or an alkyl group of 1-6 carbons; and Rindicates a hydrogen atom, an alkyl group of 1-6 carbons, an alkoxy group of 1-6 carbons or a halogen atom). The H part in formula (I) is substituted and fluorinated.

Palladium-catalyzed direct mono-α-arylation of α-fluoroketones with aryl halides or phenyl triflate

A palladium catalyzed Negishi-type α-arylation of α-fluoroketones with electron-rich and electron-deficient aryl halides or phenyl triflate has been developed. This direct mono-α-arylation method generate a variety of ternary α-aryl-α-monofluoroketones easily in good to excellent yields using XPhos as ligand and Cs2CO3as mild base.

A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids

A practical and novel process for the decarboxylative fluorination of β-ketoacids in water in the presence of phase transfer catalyst has been developed, affording a series of α-fluoroketones in good to excellent yields. Furthermore, a preliminary investigation for the catalytic asymmetric transformation was performed and a proposed mechanistic pathway for this catalytic process was proposed.

Microwave assisted fluorination: an improved method for side chain fluorination of substituted 1-arylethanones

A two-step, one-pot microwave (MW) assisted fluorination of 1-arylethanones to their corresponding 1-aryl-2-fluoroethanones has been developed. The first step utilises Selectfluor as a fluorinating agent in methanol forming 1-aryl-2-fluoroethanones and their corresponding dimethyl acetals. In the second step, water is added and Selectfluor acts as a Lewis acid in the hydrolytic cleavage of the dimethyl acetals. Compared to the thermal synthesis, the MW assisted method leads to a reduction in reaction time both in the fluorination and for the dimethyl acetal cleavage. Moreover, the one-pot procedure reduces reagent and solvent consumption. The method is best suited for the preparation of 1-aryl-2-fluoroethanones containing substituents that deactivates electrophilic aromatic substitution, however highly electron deficient ketones such as 1-(3,5-dinitrophenyl)ethanone reacts more slowly. Reactions using electron rich aromatic ketones had a low regioselectivity, and also produced fluoroaromatic products.

Chiral derivatives of Butenafine and Terbinafine: synthesis and antifungal activity

Two series of allylamines/benzylamines have been synthesised and evaluated for their antifungal activity towards Cryptococcus neoformans. All compounds are chiral derivatives of Butenafine and Terbinafine, having additional substituents at the carbon conn

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.

Novel entry to aryl α-fluoromethyl ketones via sodium hydroxide-induced hydrolysis of fluorinated enol tosylates

Abstract: 1-Aryl-substituted 2,3,3-trifluoro-1-propenyl p-toluene-sulfonate 1 was smoothly hydrolyzed in a mixed solvent of dimethyl sulfoxide-water (1:1) in the presence of sodium hydroxide at 80 °C to afford the corresponding aryl α-monofluoromethyl ketones 2 in fair to good yields.

Solvent directing immediate fluorination of aromatic ketones using 1- fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Reactions of aryl alkyl ketones with 1-fluoro-4-hydroxy1,4- diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor(TM) NFTh) in methanol result in selective and almost quantitative formation of the corresponding α-fluoroketones, while in acetonitrile exclusive fluorofunctionalisation of the activated aromatic ring take place.