title: Synthesis of allenamides by copper-catalyzed coupling of allenyl halides with amides, carbamates, and ureas.
abstract: [reaction: see text]. A variety of N-substituted allenes have been synthesized by the copper-catalyzed coupling reaction between allenyl halides and amides, carbamates, and ureas. The reactions proceed in good to excellent yield using 7 mol % copper thiophenecarboxylate and 15 mol % of a diamine catalyst.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Dylan T
authors.initials: DT
authors.lastname: Stiles
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D000466:Alkadienes; D000577:Amides; D002219:Carbamates; D006846:Hydrocarbons, Halogenated; D003300:Copper; D014508:Urea