Issue 19, 2020

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

Abstract

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
18 Aug 2020
Accepted
03 Sep 2020
First published
04 Sep 2020

Org. Chem. Front., 2020,7, 2986-2990

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

Y. Zhang, H. Ai and X. Wu, Org. Chem. Front., 2020, 7, 2986 DOI: 10.1039/D0QO00999G

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