Superacid-catalysed α-deuteration of ketones with D2O

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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
JournalOrganic and Biomolecular Chemistry
DOIs
Publication statusAccepted/In press - 2025
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2025 The Royal Society of Chemistry.

ASJC Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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