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Electrochemical Trideuteromethylation with AcOD- d 4 : A Route to CD 3 -Labeled Building Blocks

Year: 2026

Type: article

Abstract: Deuterium substitution (CH 3 → CD 3 ) can enhance metabolic stability via the kinetic isotope effect and enable bioanalytical mass shifts. We report an electrochemical Kolbe heterocoupling that installs CD 3 at aliphatic positions by coupling carboxylic acids with AcOD- d 4 . The reaction proceeds at room temperature under constant current with Pt electrodes and base. Diverse CD 3 -labeled building blocks are obtained in moderate to good yields, and the method avoids CD 3 I and deuterated solvents.

Source: Organic Letters

DOI: 10.1021/acs.orglett.6c02508

Authors: Federico Paccoia, Conall Molloy, Mathéo Garreau, Serena Xhihani, Katherine M. P. Wheelhouse, Lee J. Edwards, Kevin Lam

Institutions: University of Perugia, University of Greenwich, University of Pisa, GlaxoSmithKline (United Kingdom)

Language: English

Topic: Chemical Reactions and Isotopes

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: green

Funders: GlaxoSmithKline, Government of the United Kingdom, UK Research and Innovation, HORIZON EUROPE Framework Programme, Innovate UK, Erasmus+, HORIZON EUROPE European Innovation Council

Awards: Dual circuit flow battery for hydrogen and value added chemical production, Dual circuit flow battery for hydrogen and value added chemical production, G6737385363

OpenAlex ID: W7165025552

FWCI:

Cites: 33

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