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- Title
Construction of Functionalized Azapolycyclic Architectures via Formal Amide Insertion at a Low Catalyst Loading of Copper Trifluoroacetylacetonate.
- Authors
Harada, Shingo; Kato, Ryosuke; Nemoto, Tetsuhiro
- Abstract
A formal amide insertion reaction for the synthesis of nitrogen-bridged polycyclic frameworks with diverse functionalities was developed using a sustainable copper catalyst as an advantageous alternative to precious rhodium catalysts. The remarkable feature of this methodology is the amount of catalyst loading (0.05 mol%). The optimized reaction conditions enable access to aromatic ring-fused 8-azabicyclo[3.2.1]octane, 9-azabicyclo[3.3.1]nonane, and 6-azabicyclo[3.2.2]nonane derivatives in moderate to excellent yields.
- Subjects
AMIDE synthesis; RHODIUM catalysts; POLYCYCLIC compounds; COPPER catalysts; CATALYSIS synthesis; CHEMICAL synthesis; CHEMICAL reactions
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 19, p3123
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201600603