Photocatalyzed radiosynthesis of 11C ‐phenylacetic acids

The combination of photocatalysis and hydrogen atom transfer promotes direct functionalization of ethylbenzene derivatives using [11C]CO2. The product11C-phenylacetic acids are obtained in single rapid step from non-activated precursors under mild conditions. Investigation of key reaction parameters, a substrate scope, and isolation of [11C]fenoprofen using this novel method are reported. 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 afford11C-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.

Source: Journal of Labelled Compounds and Radiopharmaceuticals - November 9, 2023 Category: Biochemistry Authors: Maxime Munch, Braeden A. Mair, Myriam Adi, Benjamin H. Rotstein Tags: RESEARCH ARTICLE Source Type: research