10036-43-8Relevant articles and documents
Selective electrofluorination of phenylacetonitrile and α-(phenylthio)acetonitrile - The role of sulfur and other operating parameters
Suryanarayanan,Noel
, p. 153 - 157 (1998)
Cyclic voltammetric and constant current electrolysis were employed to study the electrochemical fluorination of PhCH2CN and PhSCH2CN in Et3N · 3HF/CH3CN using Pt electrodes. The presence of a sulfur atom near the methylene group in PhSCH2CN ensures the oxidative fluorination of this compound at much lower potential (around 1.75 V) when compared to PhCH2CN (2.0 V in solvent-free Et3N · 3HF). Operating parameters such as drying the solvent, pre-electrolysis, polarity reversal, temperature, current density, and concentration of HF as well as Et3N in CH3CN medium show significant influence on the overall yield of more easily oxidisable PhSCH2CN when compared to PhCH2CN. Maximum yields of 23% in the case of PhCHFCN and 61% in the case of PhSCHFCN were achieved.
Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles
Chen, De-Yin,Song, Shuai,Chen, Ling-Yan,Ren, Xinfeng,Li, Ya
supporting information, (2021/03/01)
An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.
Synthesis of β-fluorophenethyl halopyridyl thiourea compounds as non-nucleoside inhibitors of HIV-1 reverse transcriptase
Venkatachalam,Uckun
, p. 2463 - 2472 (2007/10/03)
Synthesis of β-fluorophenethylamines was accomplished in three steps with an overall yield of 50%. Condensation of β-fluorophenethylamine hydrochloride with thiocarbonylimidazole derivative derived from halopyridyl amines in dimethylformamide furnished the desired thiourea compounds as crystalline solids. Several of the β-fluorophenethyl thiourea compounds inhibited HIV-1 reverse transcriptase (RT) at nanomolar to low micromolar concentrations.