articleTop 1% cited
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 · Vol. 64(15) · pp. 5575–5580
John F. Hartwig✉(Yale University)Motoi Kawatsura(Yale University)Sheila I. Hauck(Yale University)Kevin H. Shaughnessy(Yale University)Luis M. Alcazar‐Roman(Yale University)
Abstract
The reactions of aryl bromides with amines occurs at room temperature when using Pd(0) and P(t-Bu)(3) in a 1:1 ratio, and the reactions of aryl chlorides occur at room temperature or 70 degrees C. The arylation of indoles and the new arylation of carbamates also occur when using P(t-Bu)(3) as ligand.
Catalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsChemistryArylAminationPalladiumLigand (biochemistry)CatalysisMedicinal chemistryOrganic chemistry
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References
Chemistry of dibenzylideneacetone-palladium(0) complexes
Journal of Organometallic Chemistry · 1974 · 721 citations
Palladium-catalyzed synthesis of arylamines from aryl halides. Mechanistic studies lead to coupling in the absence of tin reagents
Tetrahedron Letters · 1995 · 878 citations
A Simple Catalytic Method for the Conversion of Aryl Bromides to Arylamines
Angewandte Chemie International Edition in English · 1995 · 1,024 citations
Rational Development of Practical Catalysts for Aromatic Carbon−Nitrogen Bond Formation
Accounts of Chemical Research · 1998 · 1,763 citations
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