Cobalt-catalyzed cross-coupling of 3- and 4-iodopiperidines with Grignard reagents
Laurine Gonnard1, Amandine Guérinot2, Janine Cossy3
1Laboratoire 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).
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.
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