title: Silylaryl Halides Can Replace Triflates as Aryne Precursors.
abstract: Silylaryl bromides and iodides can be prepared in one step from commercially available starting materials. Arynes can be generated from these compounds under conditions nearly identical to those employed for silylaryl triflates. Three distinct transformations, ortho-arylation of N-tritylanilines, intermolecular addition of arynes to amides, and reaction of ureas with arynes, were shown to be successful for the new aryne precursors. The main advantage of silylaryl halides relative to silyl aryl triflates is their one-step preparation from commercially available starting materials.
authors.affiliation: Department of Chemistry, University of Houston , Houston, Texas 77204-5003, United States.
authors.forename: Milad
authors.initials: M
authors.lastname: Mesgar
authors.affiliation: Department of Chemistry, University of Houston , Houston, Texas 77204-5003, United States.
authors.forename: Olafs
authors.initials: O
authors.lastname: Daugulis
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*
chemical_list: D000480:Alkynes; D006846:Hydrocarbons, Halogenated; D017646:Organosilicon Compounds