title: Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a Chan-Lam-Evans N-arylation and C-H activation/C-N bond forming process.
abstract: Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc)(2) and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct C-H bond functionalization, catalyzed by the same catalytic system but under oxygen at 120 °C, afforded benzimidazoles 3 in good to excellent yields.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, Laboratoire International Associé, CNRS, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Jihui
authors.initials: J
authors.lastname: Li
authors.forename: Sébastien
authors.initials: S
authors.lastname: Bénard
authors.forename: Luc
authors.initials: L
authors.lastname: Neuville
authors.forename: Jieping
authors.initials: J
authors.lastname: Zhu
mesh_terms: D000578:Amidines / Q000737:chemistry*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006358:Hot Temperature; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry
chemical_list: D000578:Amidines; D001562:Benzimidazoles; D001897:Boronic Acids; D003300:Copper; D010100:Oxygen