106372-59-2

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 6074, 1990 DOI: 10.1021/jo00312a006

InChI:InChI=1/C10H11FO2S/c1-2-13-10(12)9(11)14-8-6-4-3-5-7-8/h3-7,9H,2H2,1H3

Upstream product

• 20461-96-5 ethyl α,α-bis(phenylthio)acetate 
• 7605-25-6 ethyl phenylsulfenylacetate 
• 401-56-9 ethyl chlorofluoroacetate 
• 108-98-5 thiophenol 
• 58636-76-3 difluoro(4-methoxyphenyl)-λ³-iodane 
• 27872-73-7 2-phenylsulfanyl-acetoacetic acid ethyl ester 
• 401-55-8 ethyl bromofluoroacetate 

Downstream Products

• 20808-13-3 ethyl 2-fluoro-2-(phenylsulfonyl)acetate 
• 16503-79-0 α,α-Difluoro-α-(phenylthio)acetamide 
• 101068-11-5 ethyl 2,2-difluoro-2-(phenylthio)acetate 
• 129599-90-2 ethyl 2-fluoro-2-(phenylsulfinyl)acetate 
• 106636-69-5 Ethyl Bromofluoro(phenylthio)acetate 
• 185422-82-6 2-Fluoro-3-hydroxy-3-phenyl-2-phenylsulfanyl-propionic acid ethyl ester 
• 137152-59-1 Phenylsulfanyl-p-tolyl-acetic acid ethyl ester 
• 115821-22-2 Ethyl Bromofluoro(phenylsulphonyl)acetate 
• 185422-94-0 3-Benzenesulfinyl-2,2-difluoro-butyric acid ethyl ester 
• 185422-87-1 2,2-Difluoro-3-phenylsulfanyl-butyric acid ethyl ester 
• 92963-26-3 3-benzoyl-2-(phenylsulfanyl)propionamide 
• 81912-04-1 ethyl 2-(phenylsulfanyl)pent-4-enoate 

Relevant academic research and scientific papers

Reactive resin facilitated preparation of an enantiopure fluorobicycloketone

A facile preparation of enantiopure ethyl (1S,SS,6S)-6-fluoro-2-oxobicyclo[3.1.0]hexane-6-carboxylate 1 is described. The key feature of the synthesis involves copper-catalyzed enantioselective intramolecular cyclopropanation of a diazoketone to form enado-fluorocyclopropane 1 in a single operation. Removal of a problematic chloroketone impurity using a reactive resin treatment enabled a high throughput enantiopurity upgrade by chiral HPLC. The development of a scalable synthesis of 1 is presented, including details of the selection of catalyst and ligand optimization, incorporation of a reactive resin treatment and selection of chiral HPLC media and conditions.

Electrochemistry of Hypervalent Compounds. 6. Selective α-Fluorination of Sulfides Using Electrogenerated Hypervalent p-Methoxyiodobenzene Difluoride

Anodically generated hypervalent p-methoxyiodobenezene difluoride reacted with α-(arylthio)- and α-(benzylthio)acetates, and α-(phenylthio)acetophenone to provide the corresponding fluorinated compounds. In all cases, a fluorine atom was introduced exclus

Anodic fluorination based on cation exchange between alkali-metal fluorides and solid-supported acids

(Chemical Equation Presented) Positively shocking: The interchange of cations between alkali-metal fluorides and solid-supported acids (see picture) in an electrolytic system promotes the anodic fluorination of organic compounds to give the corresponding

Alkali Metal Fluorides in Fluorinated Alcohols: Fundamental Properties and Applications to Electrochemical Fluorination

Fundamental properties of alkali metal fluorides (MF, M = Cs, K) dissolved in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) or in 3,3,3-trifluoroethanol (TFE) are investigated, including solubility, conductivity, and viscosity. Solid-state structures of single crystals obtained from CsF/HFIP and CsF/TFE are described for the first time, giving insights into the multiple interactions between fluorinated alcohols and CsF. Applications in electrochemical fluorination reactions are successfully demonstrated.

Highly selective electrochemical fluorination of dithioacetal derivatives bearing electron-withdrawing substituents at the position α to the sulfur atom using poly(HF) salts

Anodic fluorination of dithioacetals bearing electron-withdrawing ester, acetyl, amide, and nitrile groups at their α-positions was comparatively studied using various supporting poly(HF) salts like Et3N·nHF (n = 3-5) and Et4NF·nHF (

Highly efficient and selective electrochemical fluorination of organosulfur compounds in Et3N·3HF ionic liquid under ultrasonication

We found that ultrasonication is highly effective for increase of the yields, current efficiency, and selectivity in anodic fluorination in Et 3N·3HF ionic liquid. The Royal Society of Chemistry 2009.

Scandium-catalyzed carbon-carbon bond formations using α- organosulfanyl and organoselanyl-α-fluoroacetic acid derivatives

The scandium-catalyzed reactions of α-organosulfanyl and organoselanyl-α-fluoroacetates 1-2, acetamides 3-4 and acetonitrile 5 with soft nucleophiles proceeded to give the products 6a-b, 7a-c, 8a-c, 9a-e in good to high yields. We also successfully perfor

PRODRUGS OF EXCITATORY AMINO ACIDS

This invention relates to a synthetic excitatory amino acid prodrug and processes for its preparation. The invention further relates to methods of using, and pharmaceutical compositions comprising, the compounds for the treatment of neurological disorders and psychiatric disorders.

A novel synthetic approach to the preparation of various α,α-difluoroesters

Treatment of readily available α-fluoro-β-hydroxy-α-phenylthioesters 4 with DAST afforded α,α-difluoro-β-phenylthioesters 6 which are of interest to synthesize gem-difluorinated derivatives.