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- Title
Palladium-Catalyzed Dearomative Cyclocarbonylation by CN Bond Activation.
- Authors
Yu, Hui; Zhang, Guoying; Huang, Hanmin
- 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 CN bond activation, dearomatization, CO insertion, and a Heck reaction.
- Subjects
AROMATIC compound synthesis; PALLADIUM catalysts; CHEMICAL bonds; ALLYLAMINES; AROMATIC compounds
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 37, p10912
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201504805