Ruiz-Castillo, P.
Blackmond, D. G.
Buchwald, S. L.

Rational Ligand Design for the Arylation of Hindered Primary Amines Guided by Reaction Progress Kinetic Analysis

“,
J. Am. Chem. Soc.
,
2015
,
137
,
3085-3092
.
Abstract

We report the Pd-catalyzed arylation of very hindered alpha,alpha,alpha-trisubstituted primary amines. Kinetics-based mechanistic analysis and rational design have led to the development of two biarylphosphine ligands that allow the transformation to proceed with excellent efficiency. The process was effective in coupling a wide range of functionalized aryl and heteroaryl halides under mild conditions.