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- Title
Synthesis of Diversely Functionalized Oxindoles Enabled by Migratory Insertion of Isocyanide to a Transient σ-Alkylpalladium(II) Complex.
- Authors
Kong, Wangqing; Wang, Qian; Zhu, Jieping
- Abstract
Palladium-catalyzed intramolecular carbopalladation of N-aryl acrylamides followed by migratory insertion of an isocyanide-coordinated C(sp3)−Pd intermediate afforded an alkylimidoyl−PdII complex, which can be intercepted by a nucleophile, including heteroarenes. In addition to amides, the alkylimidoyl−PdII complex was successfully converted into esters, ketones, and bis-heterocyclic compounds. An unprecedented palladium-catalyzed enantioselective domino process involving isocyanide was also documented.
- Subjects
OXINDOLES; ISOCYANIDES; MIGRATION reactions (Chemistry); PALLADIUM catalysts; NUCLEOPHILES; ENANTIOSELECTIVE catalysis
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 33, p9714
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201603950