articleTop 1% cited
Copper-Catalyzed Coupling of Aryl Iodides with Aliphatic Alcohols
Organic Letters · 2002 · Vol. 4(6) · pp. 973–976
Martina Wolter✉(Massachusetts Institute of Technology)Gero Nordmann(Massachusetts Institute of Technology)Gabriel E. Job(Massachusetts Institute of Technology)Stephen L. Buchwald(Massachusetts Institute of Technology)
Abstract
[reaction: see text] A simple and mild method for the coupling of aryl iodides and aliphatic alcohols that does not require the use of alkoxide bases is described. The reactions can be performed in neat alcohol. For more precious alcohols, the etherification was carried out in toluene as solvent using 2 equiv of alcohol. Additionally, the cross-coupling of an optically active benzylic alcohol with an unactivated aryl halide was demonstrated to proceed with complete retention of configuration.
Catalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesChemistryArylAlkoxideAlcoholTolueneHalideCatalysisSolventOrganic chemistryCopper
MeSH terms
AlcoholsCatalysisCopperIodides
Citations
383
FWCI
11.22
field-weighted impact
References
20
Percentile
99%
vs. same field & year
Citations per year
Cited by
A General, Efficient, and Inexpensive Catalyst System for the Coupling of Aryl Iodides and Thiols
Organic Letters · 2002 · 513 citations
Moderne Synthesemethoden: Kupfer‐vermittelte C(Aryl)‐O‐, C(Aryl)‐N‐ und C(Aryl)‐S‐Verknüpfungen
Angewandte Chemie · 2003 · 541 citations
Copper in cross-coupling reactions
Coordination Chemistry Reviews · 2004 · 1,536 citations
A General Method for the Formation of Aryl−Sulfur Bonds Using Copper(I) Catalysts
Organic Letters · 2002 · 383 citations
Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation
Angewandte Chemie International Edition · 2003 · 2,521 citations
Visible‐Light Photocatalysis: Does It Make a Difference in Organic Synthesis?
Angewandte Chemie International Edition · 2018 · 2,097 citations
References
Tetrahedron report number 163
Tetrahedron · 1984 · 2,240 citations
Copper-Catalyzed Coupling of Alkylamines and Aryl Iodides: An Efficient System Even in an Air Atmosphere
Organic Letters · 2002 · 503 citations
Formation of Aryl−Nitrogen, Aryl−Oxygen, and Aryl−Carbon Bonds Using Well-Defined Copper(I)-Based Catalysts
Organic Letters · 2001 · 542 citations
An efficient copper-catalyzed coupling of aryl halides with imidazoles
Tetrahedron Letters · 1999 · 346 citations
Palladium-catalyzed amination of aryl halides and sulfonates
Journal of Organometallic Chemistry · 1999 · 798 citations
Citation Network
How this paper connects to the literature. Drag to explore, click any node to open that paper.