1494-20-8

Upstream product

• 100-52-7 benzaldehyde 
• 149021-01-2 (difluoro(trimethylsilyl)methyl)benzene 
• 151416-94-3 (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 530-48-3 1,1-Diphenylethylene 
• 350-62-9 1,1-difluoro-1,2-diphenylethane 
• 365-01-5 2,2-difluoro-2-phenylacetophenone 
• 2785-29-7 benzyl potassium 
• 455-31-2 difluoromethylbenzene 
• 591-50-4 iodobenzene 
• 591-51-5 phenyllithium 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 349-50-8 (chlorodifluoromethyl)benzene 
• 501-65-5 diphenyl acetylene 
• 724-66-3 α'-bromo-α,α-difluoro-bibenzyl 

Downstream Products

• 720-43-4 2-fluoro-1,2-diphenylethanone 
• 14224-99-8 2-methyl-4,5-diphenyloxazole 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 573-34-2 2,4,5-triphenyloxazole 
• 35040-28-9 2-(4-fluorophenyl)-4,5-diphenyloxazole 
• 66302-37-2 2-(4-chlorophenyl)-4,5-diphenyloxazole 
• 97015-53-7 2-(4-methoxyphenyl)-4,5-triphenyloxazole 
• 200802-52-4 2-(2-nitrophenyl)-4,5-diphenyloxazole 
• 26820-94-0 methyl 3-(4,5-diphenyloxazol-2-yl)propanoate 
• 917988-91-1 2-(tert-butyl)-4,5-diphenyloxazole 
• 6963-24-2 2,3,5,6-tetraphenyl-1,4-dioxine 
• 365-01-5 2,2-difluoro-2-phenylacetophenone 

Relevant academic research and scientific papers

Convenient synthesis of α,α-difluorinated carbonyl compounds from alkynes through a fluoro-deboronation process

Catalytic diboration of alkynes towards alkenyl diboronates provides suitable intermediates that can be converted into α-fluorinated and α,α-difluorinated carbonyl compounds via electrophilic fluorination with Selectfluor. Georg Thieme Verlag Stuttgart.

A NEW METHOD OF 18F LABELLING AND INTERMEDIATE SALTS

Disclosed herein is a salt of formula I: where R1, X, n, R, R1, Y, m, p, q, Z and o are as defined herein. Also disclosed herein are methods of using said salts in chemical synthesis, such as to prepare compounds isotopically enriched in 18F for use in PET imaging, as well as methods to make the compounds of formula I.

Frustrated Lewis-Pair-Meditated Selective Single Fluoride Substitution in Trifluoromethyl Groups

Single fluoride substitution in trifluoromethylarenes is an ongoing synthetic challenge that often leads to "over-reaction", where multiple fluorides are replaced. Development of this reaction would allow simple access to a vast range of difluoromethyl derivatives of current interest to pharmaceutical, agrochemistry, and materials sciences. Using a catalytic frustrated Lewis pair approach, we have developed a generic protocol that allows a single substitution of one fluoride in trifluoromethyl groups with neutral phosphine and pyridine bases. The resulting phosphonium and pyridinium salts can be further functionalized via nucleophilic substitution, photoredox coupling, and electrophilic transfer reactions allowing the generation of a vast array of difluoromethyl products.

DIFLUOROMETHYL AND DIFLUOROMETHYLENE TRANSFER REAGENTS

Disclosed herein are borazine, borate, and azaborinine compounds and compositions, methods of making said compounds and compositions, and methods of forming aromatic difluorocarbon compounds and difluorocarbon compounds.

The Difluoromethyl Group as a Masked Nucleophile: A Lewis Acid/Base Approach

The difluoromethyl group (R-CF2H) imparts desirable pharmacokinetic properties to drug molecules and is commonly targeted as a terminal functional group that is not amenable to further modification. Deprotonation of widely available Ar-CF2

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).

Preparation of (phenyldifluoromethyl)- and (phenoxydifluoromethyl)-silanes by magnesium-promoted carbon-chlorine bond activation

Treatment of α-chloro-α,α-difluorotoluene and α-chloro-α,α-difluoroanisole with chlorotrimethylsilane in the presence of magnesium in DMF led to their corresponding trimethylsilyl derivatives. These compounds are able to transfer their fluorinated group to various electrophilic substrates (carbonyl compounds, disulfides, phenyl isocyanate).

Selective electrochemical synthesis and reactivity of functional benzylic fluorosilylsynthons

Electrochemical reductive silylation of meta-(trifluoromethyl)arenes by the sacrificial anode technique selectively led to meta-trimethylsilyldifluoromethylarenes (ArCF2TMS), in the presence of an excess of TMSCl and in a THF/cosolvent mixture

Selective electrosynthesis of (trimethylsilyldifluoro)methylbenzene, a PhCF2-precursor; conditions for a molar scale preparation without HMPA

Electrochemical reductive silylation of trifluoromethylbenzene by the sacrificial anode technique selectively led, in a THF/DMPU mixture instead of THF/HMPA and according to the charge passed, to the corresponding mono-, bis- or tris-trimethylsilyl derivatives, respectively PhCF2TMS, PhCF(TMS)2 and PhC(TMS)3. This reaction, without any chemical equivalent, was extended to a molar scale synthesis, using a tubular flow cell.

Nucleophilic introduction of fluorinated alkyl groups into aldehydes and ketones using the corresponding alkyl halide with samarium(II) iodide

Fluorinated alkyl groups such as PhCF2, C6F13, CF3CCl2 and CF2CO2Et are nucleophilically introduced into an aldehyde or ketone using fluorinated alkyl halides with SmI2/sub