title: Trifluoromethyl sulfoxides from allylic alcohols and electrophilic SCF3 donor by [2,3]-sigmatropic rearrangement.
abstract: An electrophilic trifluoromethylthiolation of allylic alcohols produces the corresponding allylic trifluoromethanesulfenates, which spontaneously rearrange into trifluoromethyl sulfoxides via a [2,3]-sigmatropic rearrangement. The reaction is straightforward and proceeds in good to high yields for the preparation of various allylic trifluoromethyl sulfoxides.
authors.affiliation: †UMR 6014 CNRS C.O.B.R.A., Université de Rouen, INSA de Rouen, 1 rue Tesnière, 76821 Mont Saint Aignan, France.|‡Department of Nanopharmaceutical Science, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Mayaka
authors.initials: M
authors.lastname: Maeno
authors.affiliation: ‡Department of Nanopharmaceutical Science, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Norio
authors.initials: N
authors.lastname: Shibata
authors.affiliation: †UMR 6014 CNRS C.O.B.R.A., Université de Rouen, INSA de Rouen, 1 rue Tesnière, 76821 Mont Saint Aignan, France.
authors.forename: Dominique
authors.initials: D
authors.lastname: Cahard
mesh_terms: D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006845:Hydrocarbons, Fluorinated; D020005:Propanols; D013454:Sulfoxides; C006463:allyl alcohol