380859-96-1Relevant articles and documents
Aryl Fluoroalkyl Sulfoxides: Optical Stability and pKa Measurement
Messara, Amélia,Vanthuyne, Nicolas,Diter, Patrick,Elhabiri, Mourad,Panossian, Armen,Hanquet, Gilles,Magnier, Emmanuel,Leroux, Frédéric R.
supporting information, p. 5019 - 5026 (2021/08/13)
The enantiomeric separation of aryl trifluoromethyl and difluoromethyl sulfoxides was realized via chiral chromatography. The configurational stability of each set of enantiomers was then studied by thermal enantiomerization. The ΔG≠ values obt
Access towards enantiopure α,α-difluoromethyl alcohols by means of sulfoxides as traceless chiral auxiliaries
Batisse, Chloé,Panossian, Armen,Hanquet, Gilles,Leroux, Frédéric R.
supporting information, p. 10423 - 10426 (2018/09/21)
A new methodology to access enantiopure α,α-difluoromethyl alcohols is hereby being described. The strategy relies on the use of an enantiopure aryl α,α-difluoromethyl sulfoxide employed as chiral and removable auxiliary for the stereoselective difluoromethylation of carbonyl derivatives. The obtained α,α-difluoro-β-hydroxysulfoxides displayed unprecedented diastereomeric ratios.
Facile synthesis of α,α-difluoroalkyl aryl thioethers and their oxidative desulfurization-fluorination to trifluorides
Hugenberg, Verena,Haufe, Günter
experimental part, p. 942 - 950 (2010/10/02)
Alkyl 2-arylthio-2,2-difluoroacetates are synthesized in 52-77% yield from alkyl 2-(arylthio)acetates via two succeeding fluoro-Pummerer rearrangements using the reagents combination of N-haloimides as electrophiles and excess Py·9HF as the fluoride source at room temperature. Subsequent treatment of the formed fluorinated thioethers with the same reagents at elevated temperature gave alkyl trifluoroacetates in almost quantitative yield under optimised conditions by oxidative desulfurization-fluorination.
