title: Development of a palladium-catalyzed α-arylation of cyclopropyl nitriles.
abstract: 1,1-Disubstituted aryl cyclopropyl nitriles are useful moieties in biologically active compounds and provide access to a range of cyclopropyl derivatives. Herein, we describe the development of a palladium-catalyzed α-arylation of cyclopropyl, cyclobutyl, and cyclopentyl nitriles that affords these functional groups in one step from a variety of aryl bromides in good to excellent yields. Furthermore, we demonstrate the transformation of aryl cyclopropyl nitriles into aryl trifluoromethyl cyclopropanes.
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories , 2000 Galloping Hill Road, Kenilworth, New Jersey 07033, United States.
authors.forename: Jamie M
authors.initials: JM
authors.lastname: McCabe Dunn
authors.forename: Jeffrey T
authors.initials: JT
authors.lastname: Kuethe
authors.forename: Robert K
authors.initials: RK
authors.lastname: Orr
authors.forename: Matthew
authors.initials: M
authors.lastname: Tudge
authors.forename: Louis-Charles
authors.initials: LC
authors.lastname: Campeau
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D009570:Nitriles; D010165:Palladium