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Reductive Deuteration of Nitriles: The Synthesis of α,α-Dideuterio Amines by Sodium-Mediated Electron Transfer Reactions

作者:Yuxuan Ding, Shihui Luo, Adila Adijiang, Hongye Zhao, Jie An · 发表于:The Journal of Organic Chemistry · 年份:2018 · DOI:10.1021/acs.joc.8b01730 · 被引用次数:38 · 研究领域:Chemical Reactions and Isotopes、Asymmetric Hydrogenation and Catalysis、Cold Fusion and Nuclear Reactions

The first general reductive deuteration of nitriles under single-electron transfer conditions has been developed for the synthesis of α,α-dideuterio amines. This practical and cost-efficient protocol requires only bench stable and commercially available sodium dispersions and EtOD- d 1 and allows for the reductive deuteration of a variety of nitriles in excellent yields and deuterium incorporations.