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Synlett 1998; 1998(3): 295-297
DOI: 10.1055/s-1998-1630
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Poly(ethylene glycol) Supported Liquid Phase Synthesis of Biaryls

Carsten G. Blettner* , Wilfried A. König, Wolfgang Stenzel, Theo Schotten
  • *Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany
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Publication Date:
31 December 2000 (online)

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The liquid phase synthesis of biaryls via Suzuki cross-coupling reaction on poly(ethylene glycol) supports (PEGs) is described. The reaction is exemplified by parallel coupling of polymer bound aryl halides with boronic acids. Four different PEGs were employed as soluble polymer supports for parallel synthesis. The generated libraries include both sterically hindered aryl halides (2b, 2d) and boronic acids. The reactions were run in the homogeneous phase and the synthetic sequences performed in parallel fashion. Quantitative conversion in the Suzuki coupling was verified by 1H-NMR analysis (3a-r). The polymer bound products were isolated in good to excellent (52% to 98%) yields by either simple precipitation of the soluble support or column filtration.

Suzuki reaction - biaryls - liquid phase synthesis - poly(ethylene glycol) - combinatorial chemistry