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

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

Li, Jiaming; Li, Jian; Ji, Xiaoliang; He, Runfa; Liu, Yang; Chen, Zebin; Huang, Yubing; Liu, Qiang; Li, Yibiao

Organic letters, 10/2021, Volume: 23, Issue: 19

Journal Article

Herein we have developed a reversible hydrogen–deuterium exchange reaction of nonactivated olefins. By using EtOCS2K 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 D2O without precious metal catalysts and ligands, a broad spectrum of compatibility of functional groups was achieved.

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