title: A one-pot synthesis of 3-trifluoromethyl-2-isoxazolines from trifluoromethyl aldoxime.
abstract: Functionalized 3-trifluoromethyl-2-isoxazolines and 3-trifluoromethylisoxazoles were easily prepared from trifluoromethyl aldoxime 2 under mild conditions by using DIB as oxidant. Theoretical studies of the reactivity of trifluoroacetonitrile oxide 4 toward olefins and alkynes were carried out. The 3-trifluoromethyl-2-isoxazolines were ring-opened with NaBH4 and NiCl2 to yield the corresponding trifluoromethylated γ-amino alcohols.
authors.affiliation: BioCIS CNRS, Faculté de Pharmacie, Labex-LERMIT, Univ Paris Sud, 5 rue J. B. Clément, 92290 Châtenay-Malabry, France.
authors.forename: Raoni S B
authors.initials: RS
authors.lastname: Gonçalves
authors.affiliation: BioCIS CNRS, Faculté de Pharmacie, Labex-LERMIT, Univ Paris Sud, 5 rue J. B. Clément, 92290 Châtenay-Malabry, France.
authors.forename: Michael
authors.initials: M
authors.lastname: Dos Santos
authors.affiliation: BioCIS CNRS, Faculté de Pharmacie, Labex-LERMIT, Univ Paris Sud, 5 rue J. B. Clément, 92290 Châtenay-Malabry, France.
authors.forename: Guillaume
authors.initials: G
authors.lastname: Bernadat
authors.affiliation: BioCIS CNRS, Faculté de Pharmacie, Labex-LERMIT, Univ Paris Sud, 5 rue J. B. Clément, 92290 Châtenay-Malabry, France.
authors.forename: Danièle
authors.initials: D
authors.lastname: Bonnet-Delpon
authors.affiliation: BioCIS CNRS, Faculté de Pharmacie, Labex-LERMIT, Univ Paris Sud, 5 rue J. B. Clément, 92290 Châtenay-Malabry, France.
authors.forename: Benoit
authors.initials: B
authors.lastname: Crousse
keywords: aldoxime; amino alcohol; fluorine; isoxazole; isoxazoline; organo-fluorine