Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
J Am Chem Soc. 2022 Jun 29;144(25):11081-11087. doi: 10.1021/jacs.2c04422. Epub 2022 Jun 16.
The recent surge in the applications of deuterated drug candidates has rendered an urgent need for diverse deuterium labeling techniques. Herein, an efficient Rh-catalyzed deuterated Tsuji-Wilkinson decarbonylation of naturally available aldehydes with DO is developed. In this reaction, DO not only acts as a deuterated reagent and solvent but also promotes Rh-catalyzed decarbonylation. In addition, decarbonylative strategies for the synthesis of terminal monodeuterated alkenes from α,β-unsaturated aldehydes are within reach.
近期，氘代药物候选物的应用呈指数式增长，因此迫切需要多样化的氘标记技术。在此，我们开发了一种高效的 Rh 催化的氘代 Tsuji-Wilkinson 脱羰反应，可将天然醛与 DO 反应。在该反应中，DO 不仅充当氘代试剂和溶剂，还可促进 Rh 催化的脱羰反应。此外，该策略还可用于从α,β-不饱和醛合成末端单氘代烯烃。
