title: The tandem Heck-allylic substitution reaction: a novel route to lactams.
abstract: [reaction: see text] A novel route to substituted lactams has been developed using a tandem Heck-allylic substitution reaction. The palladium-catalyzed reaction between omega-olefinic N-tosyl amides and vinylic bromides affords in one step the substituted pyrrolidones and piperidones in 49-82% isolated yield. In addition, it is shown that an N-phenyl amide can act as a nucleophile in intramolecular allylic substitution reactions.
authors.affiliation: Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
authors.forename: Pedro
authors.initials: P
authors.lastname: Pinho
authors.forename: Adriaan J
authors.initials: AJ
authors.lastname: Minnaard
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
mesh_terms: D002384:Catalysis; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium
chemical_list: D007769:Lactams; D010165:Palladium