title: Rh-catalyzed borylation of N-adjacent C(sp3)-H bonds with a silica-supported triarylphosphine ligand.
abstract: Direct C(sp(3))-H borylation of amides, ureas, and 2-aminopyridine derivatives at the position α to the N atom, which gives the corresponding α-aminoalkylboronates, has been achieved with a heterogeneous catalyst system consisting of [Rh(OMe)(cod)]2 and a silica-supported triarylphosphine ligand (Silica-TRIP) that features an immobilized triptycene-type cage structure with a bridgehead P atom. The reaction occurs not only at terminal C-H bonds but also at internal secondary C-H bonds under mild reaction conditions (25-100 °C, 0.1-0.5 mol % Rh).
authors: Department of Chemistry, Faculty of Science, Hokkaido University , Sapporo 060-0810, Japan.
authors: Soichiro
authors: S
authors: Kawamorita
authors: Tatsuya
authors: T
authors: Miyazaki
authors: Tomohiro
authors: T
authors: Iwai
authors: Hirohisa
authors: H
authors: Ohmiya
authors: Masaya
authors: M
authors: Sawamura
mesh_terms: D000577:Amides / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D010720:Phosphines / Q000737:chemistry*; D012211:Rhenium / Q000737:chemistry*; D012822:Silicon Dioxide; D014508:Urea / Q000031:analogs & derivatives
chemical_list: D000577:Amides; D001897:Boronic Acids; D008024:Ligands; D010720:Phosphines; D012211:Rhenium; D012822:Silicon Dioxide; D014508:Urea