title: An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne.
abstract: An efficient synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reaction partners mediated by TBAF. Reactions are complete within 30 s, giving the target products in good to excellent yield.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham, UK NG7 2RD.
authors.forename: Christian
authors.initials: C
authors.lastname: Spiteri
authors.forename: Pallavi
authors.initials: P
authors.lastname: Sharma
authors.forename: Fengzhi
authors.initials: F
authors.lastname: Zhang
authors.forename: Simon J F
authors.initials: SJ
authors.lastname: Macdonald
authors.forename: Steve
authors.initials: S
authors.lastname: Keeling
authors.forename: John E
authors.initials: JE
authors.lastname: Moses
mesh_terms: D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry*; D010087:Oxides / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: C441200:1,2-benzisoxazole; D001555:Benzene Derivatives; D007555:Isoxazoles; D009570:Nitriles; D010087:Oxides; C524146:benzyne