Photocatalyzed radiosynthesis of 11C-phenylacetic acids

J Labelled Comp Radiopharm. 2024 May 30;67(6):211-216. doi: 10.1002/jlcr.4073. Epub 2023 Nov 8.

Abstract

Fast and straightforward incorporation of radionuclides into pharmaceutically relevant molecules is one of the main barriers to preclinical and clinical tracer research. Late-stage direct incorporation of cyclotron-produced [11C]CO2 to afford carbon-11-labeled radiopharmaceuticals has the potential to provide ready-to-inject positron emission tomography agents in less than an hour. The present work describes photocatalyzed carboxylation of alkylbenzene derivatives to afford 11C-phenylacetic acids. Reaction conditions and scope are investigated followed by application of this methodology to the preparative radiosynthesis of [11C]fenoprofen, a nonsteroidal anti-inflammatory drug.

Keywords: NSAIDs; carbon‐11; carboxylation; photoredox chemistry; radiotracers.

MeSH terms

  • Carbon Radioisotopes* / chemistry
  • Catalysis
  • Chemistry Techniques, Synthetic
  • Phenylacetates* / chemical synthesis
  • Phenylacetates* / chemistry
  • Photochemical Processes
  • Radiochemistry / methods
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry