title: Copper-catalyzed regioselective ortho C-H cyanation of vinylarenes.
abstract: A copper-based catalytic technique for the regioselective ortho C-H cyanation of vinylarenes has been developed. This method provides an effective means for the selective functionalization of vinylarene derivatives. A copper-catalyzed cyanative dearomatization mechanism is proposed to account for the regiochemical course of this reaction.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139 (USA).
authors.forename: Yang
authors.initials: Y
authors.lastname: Yang
authors.forename: Stephen L
authors.initials: SL
authors.lastname: Buchwald
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003485:Cyanates / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D006865:Hydrogenation; D007700:Kinetics; D013237:Stereoisomerism; D013696:Temperature; D013816:Thermodynamics
chemical_list: D000475:Alkenes; D003485:Cyanates; D002244:Carbon; D003300:Copper; D006859:Hydrogen
keywords: CH activation; copper; dearomatization; ligand design; synthetic methods