title: Cobalt-catalyzed cross-coupling of 3- and 4-iodopiperidines with Grignard reagents.
abstract: A cobalt-catalyzed cross-coupling between 3- and 4-iodopiperidines and Grignard reagents is disclosed. The reaction is an efficient, cheap, chemoselective, and flexible way to functionalize piperidines. This coupling was used as the key step to realize a short synthesis of (±)-preclamol. Some mechanistic investigations were conducted that highlight the formation of radical intermediates.
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin 75231 Paris Cedex 05 (France).
authors.forename: Laurine
authors.initials: L
authors.lastname: Gonnard
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin 75231 Paris Cedex 05 (France). amandine.guerinot@espci.fr.
authors.forename: Amandine
authors.initials: A
authors.lastname: Guérinot
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin 75231 Paris Cedex 05 (France). janine.cossy@espci.fr.
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
keywords: catalysis; cobalt; cross-coupling; piperidines; synthetic methods