title: Beyond directed ortho metalation: ruthenium-catalyzed amide-directed C(Ar)-N activation/C-C coupling reaction of anthranilamides with organoboronates.
abstract: A new, catalytic, and general methodology for the synthesis of biaryls and heterobiaryls by the cross coupling of anthranilamide derivatives (o-NMe2 benzamides) with aryl boroneopentylates is described. The reaction proceeds under catalytic RuH2(CO)(PPh3)3 conditions driven by the activation of the unreactive C-N bond by amide directing group (DG)-Ru catalyst chelation. High regioselectivity, orthogonality with the Suzuki-Miyaura reaction, operational simplicity, and convenient scale-up are features of these reactions which may lend themselves to industrial applications.
authors.affiliation: Department of Chemistry, Queen's University , 90 Bader Lane, Kingston, Ontario K7L 3N6, Canada.
authors.forename: Yigang
authors.initials: Y
authors.lastname: Zhao
authors.forename: Victor
authors.initials: V
authors.lastname: Snieckus