title: Copper-mediated synthesis of N-alkenyl-α,β-unsaturated nitrones and their conversion to tri- and tetrasubstituted pyridines.
abstract: A Chan-Lam reaction has been used to prepare N-alkenyl-α,β-unsaturated nitrones, which undergo a subsequent thermal rearrangement to the corresponding tri- and tetrasubstituted pyridines. The optimization and scope of these transformations is discussed. Initial mechanistic experiments suggest a reaction pathway involving oxygen transfer followed by cyclization.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Dimitra
authors.initials: D
authors.lastname: Kontokosta
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Mueller
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Dong-Liang
authors.initials: DL
authors.lastname: Mo
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Wiktoria H
authors.initials: WH
authors.lastname: Pace
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Rachel A
authors.initials: RA
authors.lastname: Simpson
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, U.S.A.
authors.forename: Laura L
authors.initials: LL
authors.lastname: Anderson
keywords: Chan–Lam; copper; nitrone; oxygen transfer; pyridine