703-18-4Relevant 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
Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents
Le Du, Eliott,Duhail, Thibaut,Wodrich, Matthew D.,Scopelliti, Rosario,Fadaei-Tirani, Farzaneh,Anselmi, Elsa,Magnier, Emmanuel,Waser, Jerome
supporting information, p. 10979 - 10986 (2021/06/08)
Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents have become popular reagents for the alkynylation of radicals and nucleophiles, but only offer limited possibilities for further structure and reactivity fine-tuning. Herein, the synthesis o
One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide
Horvat, Monika,Iskra, Jernej,Jereb, Marjan,Kodri?, Gregor
, p. 34534 - 34540 (2020/10/12)
Hydrogen peroxide was used for oxidation of various aryl trifluoromethyl sulfides. Trifluoroacetic acid was used as an activating solvent that enables non-catalyzed oxidation and increases selectivity for sulfoxide formation. As shown by oxidation of thianthrene TFA enhances electrophilic character of the oxidant and further oxidation of sulfoxide group is blocked. We have joined trifluoromethylthiolation of arenes using a modified Billard reagent (p-ClPhNHSCF3) with oxidation of aryl trifluoromethyl sulfides using 1.2 equiv. of 30% aqueous hydrogen peroxide and this one-pot process has superior yields than would have been obtained in a two step process.