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tBuLi‐Mediated One‐Pot Direct Highly Selective Cross‐Coupling of Two Distinct Aryl Bromides
Authors:Dr Carlos Vila  Sara Cembellín  Dr Valentín Hornillos  Massimo Giannerini  Dr Martín Fañanás‐Mastral  Prof?Dr Ben L Feringa
Institution:1. Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands), Fax: (+31)?50‐363‐4278;2. Present address: Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València (Spain);3. Present address: Department of Organic Chemistry and Center for Research in Biological Chemistry and Molecular Materials (CIQUS), University of Santiago de Compostela, 15782 Santiago de Compostela (Spain)
Abstract:A Pd‐catalyzed direct cross‐coupling of two distinct aryl bromides mediated by tBuLi is described. The use of Pd‐PEPPSI‐IPr] or Pd‐PEPPSI‐IPent] as catalyst allows for the efficient one‐pot synthesis of unsymmetrical biaryls at room temperature. The key for this selective cross‐coupling is the use of an ortho‐substituted bromide that undergoes lithium–halogen exchange preferentially.
Keywords:biaryls  cross‐coupling  lithium  N‐heterocyclic carbenes  palladium
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