title: Copper-Catalyzed Tandem Decyclization-Cyclization Reaction of N-Alkynyl-3-hydroxyisoindolin-1-ones Generated from N-Alkynyl Phthalimides: Selective Synthesis of ortho-(2-Oxazolyl)phenyl Ketones.
abstract: Selective carbophilic monoaddition on N-alkynyl phthalimides was performed with organometallic reagents to afford 3-substituted N-alkynyl-3-hydroxyisoindolin-1-ones (α-hydroxy ynamides) as a new subgroup of ynamides. Owing to the alkynyl motif on the nitrogen atom, α-hydroxy ynamides were easily isomerized to the corresponding ortho-(2-oxazolyl)phenyl ketones in a CuCl-catalyzed tandem decyclization-cyclization reaction under mild conditions.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hiroshima International University , 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Sueda
authors.affiliation: Faculty of Pharmaceutical Sciences, Hiroshima International University , 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.
authors.forename: Noriko
authors.initials: N
authors.lastname: Okamoto
authors.affiliation: Faculty of Pharmaceutical Sciences, Hiroshima International University , 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.
authors.forename: Reiko
authors.initials: R
authors.lastname: Yanada