title: Synthesis of difluoromethyl thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ.
abstract: A copper-CF2 H complex generated in situ from copper thiocyanate and TMSCF2 H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one-pot protocols, allowing late-stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts. This strategy enables the introduction of difluoromethylthio groups-a largely unexplored substituent with highly promising properties-into drug-like molecules.
authors.affiliation: FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Kaiserslautern (Germany) http://www.chemie.uni-kl.de/goossen.
authors.forename: Bilguun
authors.initials: B
authors.lastname: Bayarmagnai
authors.forename: Christian
authors.initials: C
authors.lastname: Matheis
authors.forename: Kévin
authors.initials: K
authors.lastname: Jouvin
authors.forename: Lukas J
authors.initials: LJ
authors.lastname: Goossen
mesh_terms: D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry; D013861:Thiocyanates / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D006845:Hydrocarbons, Fluorinated; D013440:Sulfides; D013861:Thiocyanates; D014297:Trimethylsilyl Compounds
keywords: Sandmeyer reaction; copper; difluoromethylthiolation; fluorine; synthetic methods