title: Sequential Ni-catalyzed borylation and cross-coupling of aryl halides via in situ prepared neopentylglycolborane.
abstract: A procedure for NiCl(2)(dppp)-catalyzed pinacolborylation and neopentylglycolborylation that utilizes in situ prepared inexpensive pinacolborane and neopentylglycolborane is reported. The scope of this reaction was demonstrated with a variety of aryl bromides and iodides. The resulting aryl neopentylglycolboronic esters undergo a NiCl(2)(dppe)-catalyzed cross-coupling with aryl halides, resulting in an extremely efficient and cost-effective method for the synthesis of functional biaryls, dendritic building blocks, and other complex architectures.
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323, USA.
authors.forename: Brad M
authors.initials: BM
authors.lastname: Rosen
authors.forename: Chenghong
authors.initials: C
authors.lastname: Huang
authors.forename: Virgil
authors.initials: V
authors.lastname: Percec
mesh_terms: D001713:Biphenyl Compounds / Q000138:chemical synthesis; D001892:Camphanes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*
chemical_list: D001713:Biphenyl Compounds; D001892:Camphanes; D006846:Hydrocarbons, Halogenated; D009532:Nickel