title: Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.
abstract: 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.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Keary M
authors.initials: KM
authors.lastname: Engle
authors.forename: Peter S
authors.initials: PS
authors.lastname: Thuy-Boun
authors.forename: Michael
authors.initials: M
authors.lastname: Dang
authors.forename: Jin-Quan
authors.initials: JQ
authors.lastname: Yu
mesh_terms: D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010648:Phenylacetates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001881:Borates; D008024:Ligands; D009942:Organometallic Compounds; D010648:Phenylacetates; D010165:Palladium; C025136:phenylacetic acid