Synthesis of <i>Methyl</i>-d<sub>3</sub> Arene via Electrochemical Deuterodefluorination of Trifluoromethyl Arene
Jiaming Cheng, Jie Sheng, Xu Cheng
Abstract
The methyl -d 3 group is a new isotopic functional group for medicine design. In this work, we report an electrochemical deuteration approach for converting aromatic trifluoromethyl to methyl -d 3 groups with deuterium water in common DMF. Yields up to 94%, D ratio up to 97%, and CD 3 incorporation up to 90% were achieved. A basic additive is the key factor enabling the highly chemoselective reaction.
Topics & Concepts
TrifluoromethylChemistryDeuteriumElectrochemistryMethyl groupYield (engineering)Medicinal chemistryStereochemistryCombinatorial chemistryGroup (periodic table)Organic chemistryElectrodePhysical chemistryPhysicsAlkylMetallurgyQuantum mechanicsMaterials scienceChemical Reactions and IsotopesFluorine in Organic ChemistryAmmonia Synthesis and Nitrogen Reduction