B(C₆F₅)₃-Catalyzed α-Deuteration of Bioactive Carbonyl Compounds with D₂O.

ABSTRACT: An efficient deuteration process of α-C-H bonds in various carbonyl-based pharmaceutical compounds has been developed. Catalytic reactions are initiated by the action of Lewis acidic B(C₆F₅)₃ and D₂O, converting a drug molecule into the corresponding boron-enolate. Ensuing deuteration of the enolate by in situ-generated D₂O⁺-H then results in the formation of α-deuterated bioactive carbonyl compounds with up to >98% deuterium incorporation.

SUBMITTER: Chang Y 

PROVIDER: S-EPMC7108789 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature