title: Deprotonative C-H silylation of functionalized arenes and heteroarenes using trifluoromethyltrialkylsilane with fluoride.
abstract: A highly selective C-H silylation reaction of functionalized arenes and heteroarenes was developed using Ruppert-Prakash reagent (TMSCF3) activated by alkali metal fluoride. TMSCF3 is considered to play dual roles as a precursor of a mild base and also as a silicon electrophile. The silylation is compatible with sensitive functional groups such as halogen and nitro groups.
authors: Graduate School of Pharmaceutical Sciences, Tohoku University , Aramaki Aza Aoba 6-3, Sendai 980-8578 Japan.
authors: Midori
authors: M
authors: Sasaki
authors: Yoshinori
authors: Y
authors: Kondo
mesh_terms: D002384:Catalysis; D005459:Fluorides / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D006219:Halogens; D006845:Hydrocarbons, Fluorinated; D009574:Nitro Compounds; D012821:Silanes; C509472:trimethyl(trifluoromethyl)silane; D005459:Fluorides