title: Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate, a difluorocarbene reagent with reactivity comparable to that of trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate (TFDA).
abstract: Under specific high concentration, high temperature conditions, methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (MDFA) has been found to act as a very efficient source of difluorocarbene, exhibiting carbene reactivity characteristics comparable to those exhibited by trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate (TFDA). For example, in reaction with highly unreactive n-butyl acrylate and using only 2 equiv of MDFA, a yield of 76% of difluorocyclopropane product was obtained after 2 days.
authors.affiliation: Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
authors.forename: Steffen
authors.initials: S
authors.lastname: Eusterwiemann
authors.forename: Henry
authors.initials: H
authors.lastname: Martinez
authors.forename: William R
authors.initials: WR
authors.lastname: Dolbier
mesh_terms: D002384:Catalysis; D005463:Fluoroacetates / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure
chemical_list: D005463:Fluoroacetates; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; C121084:difluorocarbene; C575980:methyl 2,2-difluoro-2-(fluorosulfonyl)acetate; C575981:trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate