Construction of Functionalized Azapolycyclic Architectures  via  Formal Amide Insertion at a Low Catalyst Loading of Copper Trifluoroacetylacetonate | Zendy

Harada Shingo | Zendy; Kato Ryosuke | Zendy; Nemoto Tetsuhiro | Zendy

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Construction of Functionalized Azapolycyclic Architectures via Formal Amide Insertion at a Low Catalyst Loading of Copper Trifluoroacetylacetonate

Author(s) -

Harada Shingo,

Kato Ryosuke,

Nemoto Tetsuhiro

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201600603

Subject(s) - nonane , chemistry , amide , catalysis , copper , octane , ring (chemistry) , rhodium , formal synthesis , combinatorial chemistry , organic chemistry , polymer chemistry

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.

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