title: Copper-Catalyzed Domino Three-Component Approach for the Assembly of 2-Aminated Benzimidazoles and Quinazolines.
abstract: A copper-promoted three-component synthesis of 2-aminobenzimidazoles (1) or of 2-aminoquinazolines (2) involving cyanamides, arylboronic acids, and amines has been developed. The operationally simple oxidative process, performed in the presence of K2CO3, a catalytic amount of CuCl2·2H2O, 2,2'-bipyridine, and an O2 atmosphere (1 atm), allows the rapid assembly of either benzimidazoles or quinazolines starting from aryl- or benzyl-substituted cyanamides, respectively. In this process, the copper promotes the formation of three bonds, two C-N bonds, and an additional bond resulting from C-H functionalization event.
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: Lam Quang
authors.initials: LQ
authors.lastname: Tran
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.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, Laboratoire International Associé, CNRS, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Luc
authors.initials: L
authors.lastname: Neuville
mesh_terms: D000586:Amination; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D011799:Quinazolines; D003300:Copper