Water-Mediated Catalyst Preactivation: An Efficient Protocol for C-N Cross-Coupling Reactions

Brett P. Fors, Philipp Krattiger, Eric Strieter and Stephen L. Buchwald

*Department of Chemistry, Massachusetts Institute of Technology, Room 18-490, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

B. P. Fors, P. Krattiger, E. Strieter, S. L. Buchwald, Org. Lett., 2008, 10, 3505-3508.

DOI: 10.1021/ol801285g

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Abstract

Pd(OAc)₂ and biaryldialkylphosphine ligands generate in the presence of water a highly active Pd(0) catalyst system, which exhibits excellent reactivity and efficiency in the coupling of various amides and anilines with aryl chlorides.

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A Highly Active Catalyst for Pd-Catalyzed Amination Reactions: Cross-Coupling Reactions Using Aryl Mesylates and the Highly Selective Monoarylation of Primary Amines Using Aryl Chlorides

B. P. Fors, D. A. Watson, M. R. Biscoe, S. L. Buchwald, J. Am. Chem. Soc., 2008, 130, 13552-13554.

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Key Words

Buchwald-Hartwig Coupling, Arylamines

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ID: J54-Y2008-2270