articleTop 1% cited
Copper-Catalyzed Coupling of Alkylamines and Aryl Iodides: An Efficient System Even in an Air Atmosphere
Organic Letters · 2002 · Vol. 4(4) · pp. 581–584
Fuk Yee Kwong✉(Massachusetts Institute of Technology)Artis Klapars(Massachusetts Institute of Technology)Stephen L. Buchwald(Massachusetts Institute of Technology)
Abstract
[reaction: see text] 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.
Catalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAminationChemistryArylCatalysisYield (engineering)CopperEthylene glycolOrganic chemistryCombinatorial chemistryCoupling reaction
MeSH terms
AminationAminesCatalysisCopperEthylene GlycolsIodides
Funding
- Pfizer
Citations
503
FWCI
15.56
field-weighted impact
References
14
Percentile
100%
vs. same field & year
Citations per year
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References
Formation of Aryl−Nitrogen, Aryl−Oxygen, and Aryl−Carbon Bonds Using Well-Defined Copper(I)-Based Catalysts
Organic Letters · 2001 · 542 citations
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Tetrahedron Letters · 1999 · 346 citations
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