title: Synthesis of Indolo[1,2-a][1,8]naphthyridines by Rhodium(III)-Catalyzed Dehydrogenative Coupling via Rollover Cyclometalation.
abstract: The rhodium-catalyzed dehydrogenative coupling of N-pyridylindoles with alkynes proceeds smoothly through rollover cyclometalation to produce indolo[1,2-a][1,8]naphthyridine derivatives. A number of tetra-, penta-, and hexacyclic N-containing heteroaromatics can also be readily constructed in a similar manner. The L-shaped π-conjugated molecules exhibit intense solid-state fluorescence.
authors.affiliation: †Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Morioka
authors.affiliation: †Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Kazunori
authors.initials: K
authors.lastname: Nobushige
authors.affiliation: †Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.|‡JST, ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.|§Department of Chemistry, Graduate School of Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan.
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Satoh
authors.affiliation: †Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Koji
authors.initials: K
authors.lastname: Hirano
authors.affiliation: †Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Miura
mesh_terms: D002384:Catalysis; D005453:Fluorescence; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D006571:Heterocyclic Compounds; D007211:Indoles; D009287:Naphthyridines; D012238:Rhodium