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Deuteration of alkenes with NaBD4/AcOD in presence of Pd on carbon

Activated alkenes such as cinnamates and chalcones can easily be converted to 2,3-dideuterio-arylpropionates and dideuteriochalcones, respectively, by the action of NaBD4, AcOD in the presence of Pd on carbon. Toluene or benzene was used as solvent. It was shown that Pd on carbon was necessary for the reaction to proceed. Deuterium addition experiments were also carried out with NaBD4, AcOD, D2O in the presence of Pd on carbon

Keywords: deuterium addition, in situ deuterium production, sodium borodeuteride