articleTop 1% cited
Palladium-Catalyzed Intermolecular Coupling of Aryl Halides and Amides
Organic Letters · 2000 · Vol. 2(8) · pp. 1101–1104
Jingjun Yin✉(Massachusetts Institute of Technology)Stephen L. Buchwald(Massachusetts Institute of Technology)
Abstract
[formula: see text] The first general intermolecular C-N bond-forming reactions between aryl halides and amides were realized using a palladium catalyst with Xantphos as the ligand. Aryl triflates, carbamates, and sulfonamides are also viable substrates for the amidations, which proceed at 45-110 degrees C with 1-4 mol% of Pd catalyst in 66-99% yields and exhibit good functional group compatibility.
Catalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsChemical synthesis and alkaloidsXantphosChemistryArylHalideCatalysisIntermolecular forcePalladiumPolymer chemistryCombinatorial chemistryMedicinal chemistry
MeSH terms
AmidesCatalysisChromatography, GasHalogensPalladium
Citations
401
FWCI
14.28
field-weighted impact
References
6
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100%
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References
Tetrahedron report number 163
Tetrahedron · 1984 · 2,240 citations
Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C−N Bond Formation with a Commercial Ligand
The Journal of Organic Chemistry · 1999 · 764 citations
New Diphosphine Ligands Based on Heterocyclic Aromatics Inducing Very High Regioselectivity in Rhodium-Catalyzed Hydroformylation: Effect of the Bite Angle
Organometallics · 1995 · 844 citations
Rational Development of Practical Catalysts for Aromatic Carbon−Nitrogen Bond Formation
Accounts of Chemical Research · 1998 · 1,763 citations
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