Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5276232 | Tetrahedron Letters | 2012 | 4 Pages |
Abstract
A copper(II)-catalyzed, sequential Michael addition-aldol condensation reaction of N-carboxybenzyl-protected aminobenzaldehyde with various α,β-unsaturated N-acyl pyrroles is described. Substrate scope was found to include both aryl and aliphatic N-acyl pyrroles as the Michael acceptors, and isolated product yields as high as 93% were observed. The use of acetonitrile as the reaction solvent proved to be crucial for catalysis, both to function as a labile ligand for copper, as well as an agent to minimize hydrolytic catalyst poisoning.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Anna M. Wagner, Claire E. Knezevic, Jessica L. Wall, Victoria L. Sun, Joshua A. Buss, LeeAnn T. Allen, Anna G. Wenzel,