title: Palladium-catalyzed cross-coupling of cyclopropylmagnesium bromide with aryl bromides mediated by zinc halide additives.
abstract: The key Pd-catalyzed cross-coupling of aryl bromides or triflates and cyclopropylmagnesium bromide in the presence of substoichiometric amounts of zinc bromide produces cyclopropyl arenes in good to excellent yields. The cross-coupling of other alkyl, cycloalkyl, and aryl Grignard reagents with aryl bromides under the same conditions gives the corresponding substituted arenes in good yields.
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., Ridgefield, Connecticut 06877, USA.
authors.forename: Chutian
authors.initials: C
authors.lastname: Shu
authors.forename: Kanwar
authors.initials: K
authors.lastname: Sidhu
authors.forename: Li
authors.initials: L
authors.lastname: Zhang
authors.forename: Xiao-Jun
authors.initials: XJ
authors.lastname: Wang
authors.forename: Dhileepkumar
authors.initials: D
authors.lastname: Krishnamurthy
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D001965:Bromides / Q000737:chemistry*; D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D017967:Zinc Compounds / Q000737:chemistry*
chemical_list: D001965:Bromides; D006842:Hydrocarbons, Brominated; D009942:Organometallic Compounds; D017967:Zinc Compounds; D047250:Calixarenes; D010165:Palladium; C093802:zinc bromide