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.
Electrochemical Trideuteromethylation with AcOD- d 4 : A Route to CD 3 -Labeled Building Blocks
Xhihani, Serena;Lam, Kevin
2026-01-01
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.File in questo prodotto:
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