The Journal of Organic Chemistry · 2008 · 121 citations · 29 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst SynthesisHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMetal CatalysisOrganic SynthesisArylation ReactionsNickel CatalysisNickel CatalystsSilane CouplingSilylation Reactions
A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol % of 3,5,6,8-tetrabromo-1,10-phenanthroline, and polymethylhydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.
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David W. Old, John P. Wolfe, Stephen L. Buchwald · Journal of the American Chemical Society · 1998 · 811 citations
John F. Hartwig, Motoi Kawatsura, Sheila I. Hauck et al. · The Journal of Organic Chemistry · 1999 · 764 citations