posted on 2014-07-18, 00:00authored byYunkyung Jeong, Bom-I Kim, Jae Kyun Lee, Jae-Sang Ryu
A tandem
protocol for the synthesis of fluorinated isoxazoles has
been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions
proceed smoothly at room temperature in the presence of 5 mol % of
(IPr)AuCl, 5 mol % of AgOTs, 2.5 equiv of Selectfluor, and 2 equiv
of NaHCO3. This process features an efficient one-pot cascade
route to fluoroisoxazoles with high yields and high selectivity under
mild reaction conditions.