109705-27-3

Upstream product

• 433-52-3 methyl chlorofluoroacetate 
• 108-98-5 thiophenol 
• 85920-99-6 methyl 2-chloro-2-(phenylsulfanyl)acetate 
• 17277-58-6 methyl (phenylsulfanyl)acetate 
• 4755-81-1 methyl 2-chloroacetoacetate 
• 28195-16-6 methyl (E)-3-hydroxy-2-(phenylthio)but-2-enoate 
• 107264-00-6 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate 

Downstream Products

• 129599-89-9 Benzenesulfinyl-fluoro-acetic acid methyl ester 

Relevant academic research and scientific papers

Electrochemical fluorination and radiofluorination of methyl(phenylthio)acetate using tetrabutylammonium fluoride (TBAF)

Electrochemical fluorination of methyl(phenylthio)acetate was achieved using tetrabutylammonium fluoride (TBAF). Electrochemical fluorination was performed under potentiostatic anodic oxidation using an undivided cell in acetonitrile containing TBAF and t

Sulfur Assisted Tandem Electrophilic Fluorinative Deacylation: Synthesis of α-Fluoro β-Ketosulfides

A successful synthesis of α-fluoro-β-ketosulfides using an electrophilic fluorination method has been reported for the first time. The reaction proceeds via an electrophilic fluorination of α-sulfenyl-β-diketones followed by an unexpected tandem deacylation. The resulting products, α-fluoro-β-ketosulfides, are easily oxidized to the corresponding α-fluoro-β-ketosulfones, which can be used for further useful olefination reactions.

ELECTROCHEMICAL FLASH FLUORINATION AND RADIOFLUORINATION

Provided herein are methods of fluorinating organic compounds. The electrochemical fluorination and radiofluorination of organic molecules using the cation pool technique is described, where the 18F and/or 19F-fluorine ions are added after the process of

Adsorption effects on the selective electrofluorination of α-(phenylthio)acetamides and α-(phenylthio)acetates in Et3N·3HF/CH3CN

Cyclic voltammetric behaviour of α-(phenylthio)acetamides and α-(phenylthio)acetates were compared in CH3CN/tetrabutylammonium perchlorate (TBAP) and CH3CN/Et3N·3HF to assess the influence of fluoride ion on the oxidative

Effect of solvents on the selective electrofluorination of aromatic compounds containing active methylene groups

Voltammetry and constant current electrolysis was used to study the oxidative fluorination of PhSCH2COOMe, PhSCH2CONH2, PhSCH2COOPh and PhCH2CN in solvent-free and Et3N*3HF and Et3N*3HF dissolved in CH3CN, THF, DME and sulfolane. Sulfolane, DME and THF containig Et3N*3HF show much lower oxidation limits when compared to CH3CN/Et3N*3HF. These compounds udergo simultaneous oxidation along with background oxidation processes. Solvent-free Et3N*3HF has a much wider anodic potential range for the oxidation of organic compounds. Selective electrofluorination of PhSCH2COOPh does not show significant solvent effects. THF and DME were found to be more efficient for the selective fluorination of PhSCH2CONH2 and PhCH2CN compared to CH3CN. - Keywords: Selective electrofluorination; Active methylene compounds; Solvent effects

Synthesis of α-fluoro-β-hydroxy alkylsulfanyl esters via a nucleophilic fluorination of sulfides

By halogen-exchange reaction using NEt3-3HF as fluoride source, methyl 2-fluoro-2-alkylsulfanyl acetate 3a-d could be obtained in good yields. Their ester enolates reacted with aromatic or aliphatic aldehydes, to lead to methyl α-atkylsulfanyl-

Ethyl phenylsulfinyl fluoroacetate, a new and versatile reagent for the preparation of α-fluoro-α,β-unsaturated carboxylic acid esters

The title compound 2 can be alkylated with a wide range of alkyl halides and Michael acceptors. Subsequent thermal elimination of phenyl sulfinic acid 3 leads to α-fluoro-α,β-unsaturated ethyl carboxylates 5 and 10, an important class of intermediates for fluorine containing biologically active compounds.

α-Fluorination of Sulfides with N-Fluoropyridinium Triflates

The reaction of sulfides possessing α-hydrogen with various N-fuoropyridinium salts was examined.While the fluorinating power increased in the order of N-fluoro-2,4,6-trimethylpyridinium triflate 12, and 3 no longer produced the α-fluoro sulfide.Triflate 1 was more reactive than the corresponding tetrafluoroborate 4.Thus, it was shown that 1 satisfactorily fluorinated various kinds of sulfides under very mild conditions, giving α-fluoro sulfides.A two-step mechanism, oxidative fluorination of sulfur and Pummerer-type rearrangement, was proposed for the fluorination.The corresponding α-fluoro sulfoxide or sulfones were easily prepared from the sulfides by successive fluorination-oxidation procedure.