title: Three-Component Coupling of Triflyloxy-Substituted Benzocyclobutenones, Organolithium Reagents, and Arynophiles Promoted by Generation of Aryne via Carbon-Carbon Bond Cleavage.
abstract: Treatment of benzocyclobutenones bearing a triflyloxy group adjacent to the four-membered ring with organolithium reagents in the presence of arynophiles efficiently affords three-component coupled α-arylketones. Mechanistic studies indicate that the reaction is promoted by generation of the aryne via carbon-carbon bond cleavage of a benzocyclobutenoxide intermediate, which led us to find a fluoride-mediated aryne generation method from triflyloxy-substituted benzocyclobutenone silyl acetal precursors.
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU) , 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Uchida
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU) , 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
authors.forename: Suguru
authors.initials: S
authors.lastname: Yoshida
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU) , 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
authors.forename: Takamitsu
authors.identifier: 0000-0002-7270-351X
authors.initials: T
authors.lastname: Hosoya