Copper-Catalyzed Coupling of Alkylamines and Aryl Iodides: An Efficient System Even in an Air Atmosphere
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- 18 January 2002
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 4 (4) , 581-584
- https://doi.org/10.1021/ol0171867
Abstract
A mild method for the copper-catalyzed amination of aryl iodides is reported. This operationally simple C−N bond-forming protocol uses CuI as the catalyst and ethylene glycol as ligand in 2-propanol. A variety of functionalized aryl iodides as well as several amines were efficiently coupled using this method. This catalytic amination procedure is relatively insensitive to moisture and can be performed under an air atmosphere with comparable yield. Preliminary results on the amination of aryl bromides are also described.Keywords
This publication has 13 references indexed in Scilit:
- Formation of Aryl−Nitrogen, Aryl−Oxygen, and Aryl−Carbon Bonds Using Well-Defined Copper(I)-Based CatalystsOrganic Letters, 2001
- Synthesis of N-Aryl Hydrazides by Copper-Catalyzed Coupling of Hydrazides with Aryl IodidesOrganic Letters, 2001
- Formation of arylnitrogen bonds using a soluble copper(I) catalystTetrahedron Letters, 2001
- Amination of aryl halides using copper catalysisTetrahedron Letters, 2001
- Catalytic amination of 5-iodouracil derivativesTetrahedron Letters, 2001
- Using Intelligent/Random Library Screening To Design Focused Libraries for the Optimization of Homogeneous Catalysts: Ullmann Ether FormationJournal of the American Chemical Society, 2000
- An efficient copper-catalyzed coupling of aryl halides with imidazolesTetrahedron Letters, 1999
- Ligand-Accelerated Catalysis of the Ullmann Condensation: Application to Hole Conducting TriarylaminesThe Journal of Organic Chemistry, 1998
- Ueber Phenylirungen bei Gegenwart von Kupfer als KatalysatorEuropean Journal of Inorganic Chemistry, 1906
- Synthese des Phen‐β‐phenyl‐α‐oxymiazinsEuropean Journal of Inorganic Chemistry, 1903