title: Fluorous tagged N-hydroxy phthalimide for the parallel synthesis of O-aryloxyamines.
abstract: The parallel synthesis of O-aryloxyamines remains an unfulfilled need in the field of medicinal chemistry and fragment-based approaches. To fill this gap a solution-phase two-step process based on (1) a copper-catalyzed cross-coupling of aryl boronic acids with a fluorous tagged N-hydroxyphthalimide, and (2) a supported aminolysis was designed and optimized using Taguchi's method. A library of O-aryloxyamines was synthesized in high yields with high purity and diversity.
authors.affiliation: Centre de recherches de Gif, Institut de Chimie des Substances Naturelles, UPR 2301-CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Florence S
authors.initials: FS
authors.lastname: Gaucher-Wieczorek
authors.forename: Ludovic T
authors.initials: LT
authors.lastname: Maillard
authors.forename: Bernard
authors.initials: B
authors.lastname: Badet
authors.forename: Philippe
authors.initials: P
authors.lastname: Durand
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D015394:Molecular Structure; D010797:Phthalimides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D001897:Boronic Acids; D006845:Hydrocarbons, Fluorinated; D010797:Phthalimides; D003300:Copper; C037437:N-hydroxyphthalimide