Federico, Paccoia, Conall, Molloy, Mathéo, Garreau, Serena, Xhihani, Wheelhouse, Katherine M. P., Lee, Edwards J. and Lam, Kevin ORCID: https://orcid.org/0000-0003-1481-9212 (2026) Electrochemical Trideuteromethylation with AcOD-d4: a route to CD3-labeled building blocks. Organic Letters (OL). ISSN 1523-7060 (Print), 1523-7052 (Online) (doi:10.1021/acs.orglett.6c02508)

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Abstract

Deuterium substitution (CH3 → CD3) can enhance metabolic stability via the kinetic isotope effect and enable bioanalytical mass shifts. We report an electrochemical Kolbe heterocoupling that installs CD3 at aliphatic positions by coupling carboxylic acids with AcOD-d4. The reaction proceeds at room temperature under constant current with Pt electrodes and base. Diverse CD3-labeled building blocks are obtained in moderate to good yields, and the method avoids CD3I and deuterated solvents.

Item Type:	Article
Uncontrolled Keywords:	Alkyls, Hydrocarbons, Hydrogen isotopes, organic acids, organic reactions
Subjects:	Q Science > Q Science (General) T Technology > T Technology (General)
Faculty / School / Research Centre / Research Group:	Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI)
Last Modified:	18 Jun 2026 09:54
URI:	https://gala.gre.ac.uk/id/eprint/53785

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