title: Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides.
abstract: A protocol for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described. A combination of catalytic amounts of Pd(OAc)(2) and SPhos in conjunction with CsF in isopropanol effectively affords a variety of coupled products. Surprisingly, a dramatic temperature dependence in product selectivity was observed.
authors.affiliation: Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT 84112, USA.
authors.forename: Ashish
authors.initials: A
authors.lastname: Thakur
authors.forename: Kainan
authors.initials: K
authors.lastname: Zhang
authors.forename: Janis
authors.initials: J
authors.lastname: Louie
mesh_terms: D000147:Acids, Heterocyclic / Q000138:chemical synthesis / Q000737:chemistry*; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D010165:Palladium / Q000737:chemistry; D014752:Vinyl Chloride / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000147:Acids, Heterocyclic; D001897:Boronic Acids; D010165:Palladium; D014752:Vinyl Chloride