title: Hydroboration of Arynes Formed by Hexadehydro-Diels-Alder Cyclizations with N-Heterocyclic Carbene Boranes.
abstract: N-Heterocyclic carbene boranes (NHC-boranes) hydroborate arynes formed in situ by the hexadehydro-Diels-Alder (HDDA) reactions of triyne precursors. The reaction directly provides functionalized arylborane compounds. The unique feature of the NHC-boranes compared to other boranes is that they hydroborate only the aryne product and not the triyne precursor.
authors.affiliation: †School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Watanabe
authors.affiliation: ‡Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Dennis P
authors.initials: DP
authors.lastname: Curran
authors.affiliation: †School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Taniguchi
mesh_terms: D001880:Boranes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001880:Boranes; D006571:Heterocyclic Compounds; D006844:Hydrocarbons, Cyclic; C030011:carbene; D008697:Methane