Transition‐Metal‐Free Carbon Isotope Exchange of Phenyl Acetic Acids

A transition‐metal‐free carbon isotope exchange procedure on phenyl acetic acids is described. Utilizing the universal precursor CO2, this protocol allows the carbon isotope to be inserted into the carboxylic acid position, with no need of precursor synthesis. This procedure enabled the labeling of...

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Bibliographic Details
Published in:Angewandte Chemie 2020-08, Vol.132 (32), p.13592-13597
Main Authors: Destro, Gianluca, Horkka, Kaisa, Loreau, Olivier, Buisson, David‐Alexandre, Kingston, Lee, Del Vecchio, Antonio, Schou, Magnus, Elmore, Charles S., Taran, Frédéric, Cantat, Thibault, Audisio, Davide
Format: Article
Language:English
Subjects:
Acetic acid
Carbon
Carbon 13
Carbon 14
Carbon dioxide
Carbon isotopes
carbon-11
Carboxylic acids
Chemistry
Exchanging
isotope exchange
isotope labeling
Isotopes
Precursors
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Description
Summary:A transition‐metal‐free carbon isotope exchange procedure on phenyl acetic acids is described. Utilizing the universal precursor CO2, this protocol allows the carbon isotope to be inserted into the carboxylic acid position, with no need of precursor synthesis. This procedure enabled the labeling of 15 pharmaceuticals and was compatible with carbon isotopes [14C] and [13C]. A proof of concept with [11C] was also obtained with low molar activity valuable for distribution studies. Just Labeled: Transition‐metal‐free carbon isotope exchange on phenyl acetic acids is described. Utilizing the universal precursor CO2, the carbon isotope can be inserted into the carboxylic acid position, with no need of precursor synthesis. This procedure enabled the labeling of 15 pharmaceuticals and was compatible with [14C] and [13C]. A proof of concept with [11C] was also obtained with low molar activity valuable for distribution studies.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.202002341