Direct synthesis of 4-arylpiperidines via palladium/copper(I)-cocatalyzed Negishi coupling of a 4-piperidylzinc iodide with aromatic halides and triflates.
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.
Corley
Edward G
EG
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
Conrad
Karen
K
Murry
Jerry A
JA
Savarin
Cecile
C
Holko
Justin
J
Boice
Genevieve
G