title: Nickel or phenanthroline mediated intramolecular arylation of sp3 C-H bonds using aryl halides.
abstract: The development of the intramolecular arylation of sp(3) C-H bonds adjacent to nitrogen using aryl halides is described. Arylation was accomplished using either Ni(COD)2 or 1,10-phenanthroline in substoichiometric amounts, and the reaction conditions were applied to a variety of electronically differentiated benzamide substrates. Preliminary studies suggest a mechanism involving aryl and alkyl radical intermediates.
authors.affiliation: Department of Chemistry, St. Olaf College , 1520 St. Olaf Avenue, Northfield, Minnesota 55057, United States.
authors.forename: William C
authors.initials: WC
authors.lastname: Wertjes
authors.forename: Lydia C
authors.initials: LC
authors.lastname: Wolfe
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Waller
authors.forename: Dipannita
authors.initials: D
authors.lastname: Kalyani
mesh_terms: D001549:Benzamides / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D010618:Phenanthrolines / Q000737:chemistry*
chemical_list: D001549:Benzamides; D006846:Hydrocarbons, Halogenated; D010618:Phenanthrolines; C037689:benzamide; D009532:Nickel; C025205:1,10-phenanthroline