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

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.