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  • Biaryl Monophosphine Ligands in Palladium-Catalyzed C-N Coupling: An Updated User's Guide.

Biaryl Monophosphine Ligands in Palladium-Catalyzed C-N Coupling: An Updated User's Guide.

Tetrahedron (2020-01-04)
Bryan T Ingoglia, Corin C Wagen, Stephen L Buchwald
ABSTRACT

Over the past three decades, Pd-catalyzed cross-coupling reactions have become a mainstay of organic synthesis. In particular, catalysts derived from biaryl monophosphines have shown wide utility in forming C-N bonds under mild reaction conditions. This work summarizes a variety of C-N cross-coupling reactions using biaryl monophosphines as supporting ligands, with the goal of directing synthetic chemists towards the ligands and conditions best suited for a particular coupling.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
AdBrettPhos ChemBeads
Dichloro(p-cymene)ruthenium(II) dimer ChemBeads
Sigma-Aldrich
DPPF Pd G4 ChemBeads
SPhos Pd G2 ChemBeads
Sigma-Aldrich
RuPhos Pd G2 Chembeads
Sigma-Aldrich
QPhos Pd G3 ChemBeads
Sigma-Aldrich
(t-Bu)PhCPhos Pd G4 ChemBeads
Sigma-Aldrich
GPhos Pd G4 ChemBeads
Sigma-Aldrich
GPhos Pd G3 ChemBeads
Sigma-Aldrich
Copper(I) Chloride ChemBeads, 15 wt% loading
Sigma-Aldrich
tBuXPhos ChemBeads
N-XantPhos Pd G4 ChemBeads
Sigma-Aldrich
MorDalPhos Pd G4 ChemBeads
Sigma-Aldrich
DPPF ChemBeads