title: One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazines.
abstract: A new, three-step, telescoped reaction sequence for the regioselective conversion of N-tosyl hydrazones and aziridines to 3,6-disubstituted and 3,5,6-trisubstituted 1,2,4-triazines is described. The process involves an efficient nucleophilic ring opening of the aziridine, giving access to a wide range of aminohydrazones, isolated with excellent yields. A "one-pot" procedure, combining the ring opening with a cyclization and an oxidation step, allows the preparation of diversified triazines in good yields.
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K.
authors.forename: Lorène
authors.identifier: 0000-0002-7491-7538
authors.initials: L
authors.lastname: Crespin
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K.
authors.forename: Lorenzo
authors.initials: L
authors.lastname: Biancalana
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K.
authors.forename: Tobias
authors.initials: T
authors.lastname: Morack
authors.affiliation: Medicine Design, Pfizer Inc. , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: David C
authors.initials: DC
authors.lastname: Blakemore
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K.
authors.forename: Steven V
authors.identifier: 0000-0002-7816-0042
authors.initials: SV
authors.lastname: Ley