title: Synthesis of Hindered Biaryls via Aryne Addition and in Situ Dimerization.
abstract: Benzynes generated under Knochel conditions from 2-iodophenylsulfonates and (i)PrMgCl smoothly add to thiol, selenol, and amine nucleophiles. Treatment of the resulting aryl Grignard intermediate with a copper salt and an organic oxidant then affords symmetrical biaryls in good yield. 3-Substituted arynes undergo regioselective addition, enabling synthesis of atropisomeric biaryls with chelating S, Se, or N groups in the 2,2' positions.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, U.K.
authors.forename: José-Antonio
authors.initials: JA
authors.lastname: García-López
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, U.K.
authors.forename: Meliha
authors.initials: M
authors.lastname: Çetin
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, U.K.
authors.forename: Michael F
authors.initials: MF
authors.lastname: Greaney