title: Suzuki-Miyaura cross-coupling of potassium dioxolanylethyltrifluoroborate and aryl/heteroaryl chlorides.
abstract: A robust and efficient protocol for the introduction of the dioxolanylethyl moiety onto various aryl and heteroaryl halides has been developed, providing cross-coupling yields up to 93%. Copper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride provides the key organotrifluoroborate reagent.
authors.affiliation: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Fleury-Brégeot
authors.forename: Daniel
authors.initials: D
authors.lastname: Oehlrich
authors.forename: Frederik
authors.initials: F
authors.lastname: Rombouts
authors.forename: Gary A
authors.initials: GA
authors.lastname: Molander
mesh_terms: D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry; D004148:Dioxolanes / Q000138:chemical synthesis* / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011188:Potassium / Q000737:chemistry*
chemical_list: D001881:Borates; D004148:Dioxolanes; D006843:Hydrocarbons, Chlorinated; D003300:Copper; D011188:Potassium