title: ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium.
abstract: A system consisting of catalytic amounts of [(p-cym)RuCl2]2/PEt3⋅HBF4, K2CO3as the base, and NMP as the solvent efficiently mediates the ortho-C-H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.
authors.affiliation: FB Chemie-Organische Chemie, TU Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663, Kaiserslautern, Germany.
authors.forename: Agostino
authors.initials: A
authors.lastname: Biafora
authors.affiliation: Fakultät Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
authors.forename: Thilo
authors.initials: T
authors.lastname: Krause
authors.affiliation: Fakultät Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
authors.forename: Dagmar
authors.initials: D
authors.lastname: Hackenberger
authors.affiliation: FB Chemie-Organische Chemie, TU Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663, Kaiserslautern, Germany.
authors.forename: Florian
authors.initials: F
authors.lastname: Belitz
authors.affiliation: Fakultät Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
authors.forename: Lukas J
authors.identifier: 0000-0002-2547-3037
authors.initials: LJ
authors.lastname: Gooßen
keywords: C−H arylation; aryl halides; benzoic acids; biaryls; ruthenium