Beilstein Journal of Organic Chemistry (Jul 2016)

Flow carbonylation of sterically hindered ortho-substituted iodoarenes

  • Carl J. Mallia,
  • Gary C. Walter,
  • Ian R. Baxendale

DOI
https://doi.org/10.3762/bjoc.12.147
Journal volume & issue
Vol. 12, no. 1
pp. 1503 – 1511

Abstract

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The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acetate as the pre-catalyst. Carbon monoxide was introduced via a reverse “tube-in-tube” flow reactor at elevated pressures to give yields of carboxylated products that are much higher than those obtained under normal batch conditions.

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