title: A Convergent Radical Based Route to Trifluoromethyl Ketones and to α,β-Unsaturated Trifluoromethyl Ketones.
abstract: A convergent synthesis of trifluoromethyl ketones and α,β-unsaturated trifluoromethyl ketones is described, starting with aliphatic iodides and dithiocarbonates (xanthates) and exploiting both the α- and β-fragmentations of a sulfonyl radical. The transformation initially furnishes the ketones in a masked enol carbonate form, from which they can be easily regenerated.
authors.affiliation: Laboratoire de Synthèse Organique, CNRS UMR 7652 Ecole Polytechnique, 91128 Palaiseau, Cedex, France.
authors.forename: Lucile
authors.initials: L
authors.lastname: Anthore
authors.affiliation: Laboratoire de Synthèse Organique, CNRS UMR 7652 Ecole Polytechnique, 91128 Palaiseau, Cedex, France.
authors.forename: Samir Z
authors.initials: SZ
authors.lastname: Zard
mesh_terms: D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007454:Iodides / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D006845:Hydrocarbons, Fluorinated; D007454:Iodides; D007659:Ketones; D013438:Sulfhydryl Compounds