title: Combination of gold catalysis and Selectfluor for the synthesis of fluorinated nitrogen heterocycles.
abstract: We herein report the synthesis of 3-fluoro-2-methylene-pyrrolidine (3a) and -piperidine (3b) from 1,5- and 1,6-aminoalkynes, respectively, using a combination of a gold-catalyzed hydroamination reaction followed by electrophilic trapping of an intermediate cyclic enamine by Selectfluor. Careful attention was paid to the elucidation of the mechanism and Selectfluor was suggested to play the double role of promoting the oxidation of gold(I) to a gold(III) active species and also the electrophilic fluorination of the enamine intermediates.
authors: UPMC Univ Paris 06, Sorbonne Universités, Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), 4 place Jussieu, C. 229, 75005 Paris, France.
authors: Antoine
authors: A
authors: Simonneau
authors: Pierre
authors: P
authors: Garcia
authors: Jean-Philippe
authors: JP
authors: Goddard
authors: Virginie
authors: V
authors: Mouriès-Mansuy
authors: Max
authors: M
authors: Malacria
authors: Louis
authors: L
authors: Fensterbank