1.Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.
Engle KM1, Thuy-Boun PS, Dang M, Yu JQ. J Am Chem Soc. 2011 Nov 16;133(45):18183-93. doi: 10.1021/ja203978r. Epub 2011 Oct 21.
A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag(2)CO(3) as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenylacetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O(2) as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.