title: Synthesis of 2H-Azirines by Iridium-Catalyzed Decarboxylative Ring Contraction of Isoxazol-5(4H)-ones.
abstract: A phosphine-free iridium-catalyzed reaction of isoxazol-5(4H)-ones (isoxazolones) has been developed, and affords 2H-azirines through decarboxylation and ring contraction. This method provides an efficient and environmentally benign protocol which could replace the conventional approaches used to synthesize 2H-azirines.
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. kokamoto@scl.kyoto-u.ac.jp.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Okamoto
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Shimbayashi
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Masato
authors.initials: M
authors.lastname: Yoshida
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Nanya
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. ohe@scl.kyoto-u.ac.jp.
authors.forename: Kouichi
authors.initials: K
authors.lastname: Ohe
keywords: decarboxylation; iridium; nitrogen heterocycles; reaction mechanisms; small-ring systems