Copper-catalyzed carbonylative synthesis of pyrrolidine-containing amides from γ,δ-unsaturated aromatic oxime esters

A new method of low-cost copper-catalyzed carbonylative cyclization for preparing pyrrolidine-containing amides from γ,δ-unsaturated aromatic oxime esters and amines has been described. A range of readily available amines were examined, including primary, secondary, and heterocycle amines, giving ov...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2020-09, Vol.7 (19), p.2986-2990
Main Authors: Zhang, Youcan, Han-Jun, Ai, Xiao-Feng, Wu
Format: Article
Language:English
Subjects:
Amides
Amines
Carbonyls
Chemical synthesis
Copper
Esters
Functional groups
NMR
Nuclear magnetic resonance
Optimization
Organic chemistry
Oxime esters
Pyrrolidine
Selectivity
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Summary:A new method of low-cost copper-catalyzed carbonylative cyclization for preparing pyrrolidine-containing amides from γ,δ-unsaturated aromatic oxime esters and amines has been described. A range of readily available amines were examined, including primary, secondary, and heterocycle amines, giving over 60 examples of targeted N-heterocycle substituted amides with broad functional group tolerance, good chemical selectivity and moderate to excellent yields.
ISSN:2052-4110
2052-4110
DOI:10.1039/d0qo00999g