Divergent and chemoselective deuteration of N -unsubstituted imidazoles enabled by precise acid/base control.
Atsushi KagaHayate SaitoMitsuhisa YamanoPublished in: Chemical communications (Cambridge, England) (2024)
Herein, we report acid/base-controlled and divergent deuteration of N -unsubstituted imidazoles in an imidazole-selective manner. This protocol enabled the deuteration of not only the 4-arylimidazoles but also the 2-arylimidazoles without labelling the aromatic rings. We demonstrated the advantages of this protocol by the synthesis of deuterated pharmaceuticals, which is difficult to achieve by means of transition metals.