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Synthesis 2010(8): 1280-1284
DOI: 10.1055/s-0029-1218661
DOI: 10.1055/s-0029-1218661
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York3-Acetylcoumarin as a Practical Ligand for Copper-Catalyzed C-N Coupling Reactions at Room Temperature
Further Information
Received
27 October 2009
Publication Date:
05 February 2010 (online)
Publication History
Publication Date:
05 February 2010 (online)
Abstract
The use of coumarin-based ligands was examined in copper-catalyzed C-N cross-coupling reactions. It was found that 3-acetylcoumarin constituted a new, practical ligand for the copper-catalyzed N-arylation of aliphatic amines and imidazole with aryl iodides at room temperature. Aryl bromides could also be aminated efficiently at 80 ˚C. This readily available catalyst system, namely copper(I) iodide and 3-acetylcoumarin, provides a mild and practical method for the synthesis of aromatic amines.
Key words
copper - catalysis - cross-coupling - 3-acetylcoumarin - room temperature
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