title: Direct synthesis of 4-arylpiperidines via palladium/copper(I)-cocatalyzed Negishi coupling of a 4-piperidylzinc iodide with aromatic halides and triflates.
abstract: A general procedure for the synthesis of 4-arylpiperidines via the coupling of 4-(N-BOC-piperidyl)zinc iodide with aryl halides and triflates is presented. The reaction requires cocatalysis with both Cl(2)Pd(dppf) and a copper(I) species. An improved, safer procedure for the activation of zinc dust is also presented.
authors.affiliation: Departments of Process Research, and Chemical Engineering Research & Development, Merck Research Laboratories, Merck and Co. Inc., P.O. Box 2000, Rahway, NJ 07065, USA. ed_corley@merck.com
authors.forename: Edward G
authors.initials: EG
authors.lastname: Corley
authors.forename: Karen
authors.initials: K
authors.lastname: Conrad
authors.forename: Jerry A
authors.initials: JA
authors.lastname: Murry
authors.forename: Cecile
authors.initials: C
authors.lastname: Savarin
authors.forename: Justin
authors.initials: J
authors.lastname: Holko
authors.forename: Genevieve
authors.initials: G
authors.lastname: Boice