title: Synthesis of α-Fluoro-α-nitroarylacetates via Vicarious Nucleophilic Substitution of Hydrogen.
abstract: Readily available ethyl chlorofluoroacetate, when treated with a strong base, forms an α-chloro-α-fluorocarbanion that adds to nitroarenes at a position ortho or para to the nitro group with formation of anionic σHadducts. Subsequent base-induced β-elimination of HCl proceeds selectively to give nitrobenzylic α-fluorocarbanions and, upon protonation, ethyl α-fluoro-α-nitroarylacetates.
authors: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors: Justyna
authors: J
authors: Czaban-Jóźwiak
authors: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors: Rafał
authors: R
authors: Loska
authors: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors: Mieczysław
authors: M
authors: Mąkosza