超强酸催化D2O对酮的α-氘化反应。

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-23 DOI:10.1039/d5ob00683j

Haiying Yuan, Kaibo Xu, Jinling Li, Teck-Peng Loh, Zhenguo Zhang, Zhenhua Jia

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引用次数: 0

摘要

在这项研究中，我们提出了用[Ph3C]+[B(C6F5)4]-作为预催化剂，在原位生成超酸性物质[D]+[B(C6F5)4]-的超酸催化D2O对酮进行α-氘化反应的方案。该催化过程的特点包括操作简单、氘化效率高（可达99%）、良好的官能团相容性和广泛的底物范围，包括30种由常见构建块和生物活性分子（如己酮茶碱）组成的底物。此外，避免使用有毒试剂可以持续地获得氘化产物，证明了该方法在机械研究和制药应用方面的实际潜力。

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Superacid-catalysed α-deuteration of ketones with D₂O.

In this study, we present a superacid catalyzed protocol for the α-deuteration of ketones with D₂O using [Ph₃C]⁺[B(C₆F₅)₄]^- as a pre-catalyst to generate in situ the superacidic species [D]⁺[B(C₆F₅)₄]^-. The features of this catalytic process include simple manipulation, high deuteration efficiency (up to 99%), excellent functional group compatibility and a broad substrate scope, including 30 substrates comprising common building blocks and bioactive molecules like pentoxifylline. Moreover, the avoidance of toxic reagents enables sustainable access to deuterated products, demonstrating the method's practical potential for use in mechanistic studies and pharmaceutical applications.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.