title: Palladium-catalyzed intramolecular cyanoamidation of alkynyl and alkenyl cyanoformamides.
abstract: [reaction: see text] The five- to seven-membered alpha-alkylidene lactams were prepared in 45-99% yield by the palladium-catalyzed cyanoamidation of alkynyl cyanoformamides. The reaction proceeded exclusively in a 5-exo mode, giving the corresponding (Z)-alkenes as major products. The reaction was also applied to 1,1-disubstituted alkenes to afford oxindoles bearing a quaternary carbon center.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: Haruhi
authors.initials: H
authors.lastname: Kamisaki
authors.forename: Reiko
authors.initials: R
authors.lastname: Yanada
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D000577:Amides; D007769:Lactams; D009570:Nitriles; D010165:Palladium