Synthesis of Deuterated ( E )-Alkene through Xanthate-Mediated Hydrogen–Deuterium Exchange Reactions

作者：Jiaming Li, Jian Li, Xiaoliang Ji, Runfa He, Yang Liu, Zebin Chen, Yubing Huang, Qiang Liu, Yibiao Li · 发表于：Organic Letters · 年份：2021 · DOI：10.1021/acs.orglett.1c02600 · 被引用次数：19 · 研究领域：Chemical Reactions and Isotopes、Asymmetric Hydrogenation and Catalysis、Chemical Synthesis and Analysis

Herein we have developed a reversible hydrogen–deuterium exchange reaction of nonactivated olefins. By using EtOCS 2 K as a mediator, the H/D exchange reaction was realized through repeated addition and elimination reactions, demonstrating reversible H/D exchange between ordinary olefins and deuterated olefins. Using the lowest cost D 2 O without precious metal catalysts and ligands, a broad spectrum of compatibility of functional groups was achieved.