Flow carbonylation of sterically hindered ortho-subsituted iodoarenes

Carl J. Mallia¹, Gary C. Walter², Ian R. Baxendale¹

• ¹ Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, United Kingdom
• ² Syngenta CP R&D Chemistry, Jealott’s Hill International Research Centre, Bracknell, Berkshire, RG42 6EY, United Kingdom

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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