title: Reactions of sulfur- and phosphorus-substituted fluoroalkylating silicon reagents with imines and enamines under acidic conditions.
abstract: Nucleophilic fluoroalkylation reactions of imines and enamines with α-phenylthio, α-phenylsulfonyl, and α-diethylphosphoryl substituted fluorinated silanes have been investigated. The reactions are promoted by hydrofluoric acid generated in situ from potassium hydrodifluoride and trifluoroacetic acid. Sulfur reagents worked well with both imines and enamines, whereas phosphorus reagent efficiently coupled only with enamines.
authors.affiliation: N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation.
authors.forename: Mikhail D
authors.initials: MD
authors.lastname: Kosobokov
authors.forename: Alexander D
authors.initials: AD
authors.lastname: Dilman
authors.forename: Marina I
authors.initials: MI
authors.lastname: Struchkova
authors.forename: Pavel A
authors.initials: PA
authors.lastname: Belyakov
authors.forename: Jinbo
authors.initials: J
authors.lastname: Hu
mesh_terms: D000477:Alkylating Agents / Q000737:chemistry*; D002384:Catalysis; D005461:Fluorine / Q000737:chemistry; D006858:Hydrofluoric Acid / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010758:Phosphorus / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
chemical_list: D000477:Alkylating Agents; D007097:Imines; D007202:Indicators and Reagents; D012821:Silanes; D010758:Phosphorus; D005461:Fluorine; D013455:Sulfur; D006858:Hydrofluoric Acid