title: Iridium-Catalyzed Intramolecular Methoxy C-H Addition to Carbon-Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes.
abstract: Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C-H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon-carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Takeru
authors.initials: T
authors.lastname: Torigoe
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. ohmura@sbchem.kyoto-u.ac.jp.
authors.forename: Toshimichi
authors.identifier: http://orcid.org/0000-0002-2534-3769
authors.initials: T
authors.lastname: Ohmura
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. suginome@sbchem.kyoto-u.ac.jp.
authors.forename: Michinori
authors.initials: M
authors.lastname: Suginome
keywords: C−C bond formation; C−H activation; hydroalkylation; iridium; oxygen heterocycles