"Synthesis of Biphenylamines via Suzuki-Miyaura Cross-Coupling Reactions"

Anna M. Maj, Lionel Delaude, Albert Demonceau, and Alfred F. Noels

journal cover
          source: Tetrahedron
            year: 2007
          volume: 63
      first page: 2657
       last page: 2663
             doi: 10.1016/j.tet.2007.01.023

graphical abstract

Abstract: A small library of meta- and para-biphenylamines substituted by various alkyl, alkoxy, phenoxy, or halogeno groups on their aromatic rings was synthesized via Suzuki-Miyaura cross-coupling between bromoanilines and arylboronic acids using palladium catalysts. The experimental conditions were carefully adjusted to accommodate a wide range of substituents, in terms of electron-withdrawing or -donating ability and steric bulk. In some cases, protection and deprotection of the amine function via its trifluoroacetamide were added to the reaction sequence in order to facilitate the cross-coupling step.

Keywords: Amines, Biaryls, Cross-Coupling, Homogeneous Catalysis, Palladium

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