Palladium(0)/PAr3 -Catalyzed Intermolecular Amination of C(sp(3) )H Bonds: Synthesis of β-Amino Acids

Abstract

An intermolecular C(sp(3))-H amination using a Pd(0) /PAr3 catalyst was developed. The reaction begins with oxidative addition of R2 N-OBz to a Pd(0) /PAr3 catalyst and subsequent cleavage of a C(sp(3))-H bond by the generated Pd-NR2 intermediate. The catalytic cycle proceeds without the need for external oxidants in a similar manner to the extensively studied palladium(0)-catalyzed C-H arylation reactions. The electron-deficient triarylphosphine ligand is crucial for this C(sp(3))-H amination reaction to occur.

Keywords: CH activation; amination; amino acids; palladium; synthetic methods.