title: A chelating nucleophile plays a starring role: 1,8-naphthyridine-catalyzed polycomponent α,α-difluorination of acid chlorides.
abstract: A dually activated ketene enolate, generated from an acid chloride, the unusual chelating nucleophile (1,8-naphthyridine), and a Lewis acid, reacts to afford a host of α,α-difluorinated products in the presence of a benchtop-stable fluorinating agent (Selectfluor). The use of this method to synthesize otherwise difficult to make products is highlighted along with computational and spectroscopic support for the proposed chelate.
authors.affiliation: Department of Chemistry, Johns Hopkins University , 3400 North Charles Street, Baltimore, Maryland 21218, United States.
authors.forename: Andrew
authors.initials: A
authors.lastname: Griswold
authors.forename: Steven
authors.initials: S
authors.lastname: Bloom
authors.forename: Thomas
authors.initials: T
authors.lastname: Lectka