1533422-47-7Relevant articles and documents
Ligand-enabled cross-coupling of C(sp 3)-H bonds with arylboron reagents via Pd(II)/Pd(0) catalysis
Chan, Kelvin S. L.,Wasa, Masayuki,Chu, Ling,Laforteza, Brian N.,Miura, Masanori,Yu, Jin-Quan
, p. 146 - 150 (2014/02/14)
There have been numerous developments in C-H activation reactions in the past decade. Attracted by the ability to functionalize molecules directly at ostensibly unreactive C-H bonds, chemists have discovered reaction conditions that enable reactions of C(sp 2)-H and C(sp 3)-H bonds with a variety of coupling partners. Despite these advances, the development of suitable ligands that enable catalytic C(sp 3)-H bond functionalization remains a significant challenge. Herein we report the discovery of a mono-N-protected amino acid ligand that enables Pd(II)-catalysed coupling of γ-C(sp 3)-H bonds in triflyl-protected amines with arylboron reagents. Remarkably, no background reaction was observed in the absence of ligand. A variety of amine substrates and arylboron reagents were cross-coupled using this method. Arylation of optically active substrates derived from amino acids also provides a potential route for preparing non-proteinogenic amino acids.