Divergent and chemoselective deuteration of N -unsubstituted imidazoles enabled by precise acid/base control

Herein, we report acid/base-controlled and divergent deuteration of -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...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-08, Vol.60 (67), p.8920-8923
Main Authors: Kaga, Atsushi, Saito, Hayate, Yamano, Mitsuhisa
Format: Article
Language:English
Subjects:
Aromatic compounds
Deuteration
Imidazole
Transition metals
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Summary:Herein, we report acid/base-controlled and divergent deuteration of -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.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc02471k