title: Palladium-Catalyzed Dearomative Cyclocarbonylation by C-N Bond Activation.
abstract: A fundamentally novel approach to bioactive quinolizinones is based on the palladium-catalyzed intramolecular cyclocarbonylation of allylamines. [Pd(Xantphos)I2 ], which features a very large bite angle, has been found to facilitate the rapid carbonylation of azaarene-substituted allylamines into bioactive quinolizinones in good to excellent yields. This transformation represents the first dearomative carbonylation and is proposed to proceed by palladium-catalyzed CN bond activation, dearomatization, CO insertion, and a Heck reaction.
authors.affiliation: State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000 (China).
authors.forename: Hui
authors.initials: H
authors.lastname: Yu
authors.affiliation: State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000 (China).
authors.forename: Guoying
authors.initials: G
authors.lastname: Zhang
authors.affiliation: State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000 (China). hmhuang@licp.cas.cn.
authors.forename: Hanmin
authors.initials: H
authors.lastname: Huang
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007659:Ketones / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D007659:Ketones; D010165:Palladium
keywords: CN activation; cyclocarbonylation; dearomatization; palladium; quinolizinones