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

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Synthesis of Deuterated (E)-Alkene through Xanthate-Mediated Hydrogen–Deuterium Exchange Reactions
Organic Letters ( IF 4.9 ) Pub Date : 2021-09-09 , DOI: 10.1021/acs.orglett.1c02600
Jiaming Li ₁ , Jian Li ₁ , Xiaoliang Ji ₁ , Runfa He ₁ , Yang Liu ₁ , Zebin Chen ₁ , Yubing Huang ₁ , Qiang Liu _{1,

2} , Yibiao Li ₁

Affiliation

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.

中文翻译：

通过黄药介导的氢-氘交换反应合成氘 (E)-烯烃

在此，我们开发了非活化烯烃的可逆氢-氘交换反应。以EtOCS ₂ K为介体，通过反复加成和消去反应实现H/D交换反应，证明了普通烯烃和氘化烯烃之间的H/D交换是可逆的。在没有贵金属催化剂和配体的情况下使用最低成本的 D ₂ O，实现了广泛的官能团兼容性。

更新日期：2021-10-01

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