articleTop 10% cited
A General Method for the Formation of Aryl−Sulfur Bonds Using Copper(I) Catalysts
Organic Letters · 2002 · Vol. 4(16) · pp. 2803–2806
Craig G. Bates✉(University of Massachusetts Amherst)Rattan K. Gujadhur(University of Massachusetts Amherst)D. Venkataraman(University of Massachusetts Amherst)
Abstract
[reaction: see text] We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol % CuI and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 degrees C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.
Sulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganoselenium and organotellurium chemistryChemistryArylCatalysisSulfurTolueneCopperBase (topology)PalladiumCombinatorial chemistryOrganic chemistry
MeSH terms
CatalysisCopperSulfur
Funding
- National Science Foundation
- Division of Chemistry
Citations
383
FWCI
8.16
field-weighted impact
References
26
Percentile
99%
vs. same field & year
Citations per year
Cited by
1,1,1-Tris(hydroxymethyl)ethane as a New, Efficient, and Versatile Tripod Ligand for Copper-Catalyzed Cross-Coupling Reactions of Aryl Iodides with Amides, Thiols, and Phenols
Organic Letters · 2006 · 373 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
Cobalt-Catalyzed Aryl−Sulfur Bond Formation
Organic Letters · 2006 · 448 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
References
Tetrahedron report number 163
Tetrahedron · 1984 · 2,240 citations
Comprehensive organic chemistry
Tetrahedron Letters · 1978 · 2,797 citations
Formation of Aryl−Nitrogen, Aryl−Oxygen, and Aryl−Carbon Bonds Using Well-Defined Copper(I)-Based Catalysts
Organic Letters · 2001 · 542 citations
The Palladium Catalyzed Nucleophilic Substitution of Aryl Halides by Thiolate Anions
Bulletin of the Chemical Society of Japan · 1980 · 405 citations
An efficient copper-catalyzed coupling of aryl halides with imidazoles
Tetrahedron Letters · 1999 · 346 citations
Copper-Catalyzed Coupling of Aryl Iodides with Aliphatic Alcohols
Organic Letters · 2002 · 383 citations
Citation Network
How this paper connects to the literature. Drag to explore, click any node to open that paper.