Organic & Biomolecular Chemistry · 2018 · 11 citations · 68 references
Natural SciencesChemistryAnalytical ChemistryOrganic ChemistryPhysical ChemistryChemical BondingCoordination ChemistryCross-coupling ReactionsMetal-ligand BondingCopper-catalyzed Coupling
A protocol for the chelation-assisted C-N cross-coupling of phosphinamides and aryl boronic acids with copper powder under an oxygen atmosphere is reported. This reaction proceeds efficiently to afford fully substituted unsymmetrical N-arylation phosphinamides at room temperature in excellent yields. Diverse unstable functional groups on the benzene ring of aryl boronic acids such as vinyl, formyl, acetyl, sulfonyl, acetylamino, cyano, nitro, and trifluoromethyl can be accommodated.
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New N- and O-arylations with phenylboronic acids and cupric acetate
Dominic M. T. Chan, Kevin L. Monaco, Ru-Ping Wang et al. · Tetrahedron Letters · 1998 · 1.1K citations