title: Gold(I)-catalyzed polycyclizations of polyenyne-type anilines based on hydroamination and consecutive hydroarylation cascade.
abstract: A hydroamination-double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(I) catalyst to produce benzo[a]naphtho[2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Kimio
authors.initials: K
authors.lastname: Hirano
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Inaba
authors.forename: Kiyosei
authors.initials: K
authors.lastname: Takasu
authors.forename: Shinya
authors.initials: S
authors.lastname: Oishi
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Fujii
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Ohno
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000586:Amination; D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000814:Aniline Compounds; D011083:Polycyclic Compounds; D006046:Gold; C023650:aniline