title: Direct synthesis of polysubstituted aluminoisoxazoles and pyrazoles by a metalative cyclization.
abstract: Alumino-heteroles are obtained from simple precursors in a fully chemo- and regioselective manner by a metalative cyclization. The carbon-aluminum bond is still able to react further with several electrophiles, without the need of transmetalation. This synthetic route provides a novel entry to heterocyclic organoaluminum reagents as well as a straightforward access to 3,4,5-trisubstituted isoxazoles and 1,3,4,5-tetrasubstituted pyrazoles.
authors.affiliation: UMR8638, CNRS-Paris Descartes University, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Jackowski
authors.forename: Thomas
authors.initials: T
authors.lastname: Lecourt
authors.forename: Laurent
authors.initials: L
authors.lastname: Micouin
mesh_terms: D000535:Aluminum / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007555:Isoxazoles; D009942:Organometallic Compounds; D011720:Pyrazoles; D000535:Aluminum