title: The Neber approach to 2-(tetrazol-5-yl)-2H-azirines.
abstract: The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloid-mediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines.
authors.affiliation: Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal.
authors.forename: Ana Lúcia
authors.initials: AL
authors.lastname: Cardoso
authors.forename: Lourdes
authors.initials: L
authors.lastname: Gimeno
authors.forename: Américo
authors.initials: A
authors.lastname: Lemos
authors.forename: Francisco
authors.initials: F
authors.lastname: Palacios
authors.forename: Teresa M V D
authors.initials: TM
authors.lastname: Pinho e Melo
mesh_terms: D001389:Azirines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001389:Azirines; D013777:Tetrazoles