Organocatalyzed α‐Deuteration of Ketones and Bioactive Carbonyl Compounds Using D <sub>2</sub> O as Deuterium Source

Abstract In this report, we disclose an organocatalyzed deuteration process of α‐C‐H bonds in ketones using D 2 O as economical deuterium source under mild reaction conditions. This protocol enables good to excellent deuterium incorporation (90%–97%) in diverse ketones in a single run. The value of this methodology is further demonstrated by deuteration of commercially available bioactive ketones such as 2‐acetylphenothiazine, nabumetone, pentoxifylline, and estrone‐3‐methyl ether. Furthermore, the practicality of the developed protocol is justified by scale‐up studies.

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Publication Details

Journal
ChemistrySelect
Published
2025-03-01
DOI
https://doi.org/10.1002/slct.202405725
Primary Topic
Chemical Reactions and Isotopes
Type
article
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article

Organocatalyzed α‐Deuteration of Ketones and Bioactive Carbonyl Compounds Using D 2 O as Deuterium Source

Raghunath Chowdhury, Akhil K. Dubey, Pooja Goyal
ChemistrySelect
Chemical Reactions and Isotopes
article

Organocatalyzed α‐Deuteration of Ketones and Bioactive Carbonyl Compounds Using D 2 O as Deuterium Source

Raghunath Chowdhury, Akhil K. Dubey, Pooja Goyal
article en

Abstract

Abstract In this report, we disclose an organocatalyzed deuteration process of α‐C‐H bonds in ketones using D 2 O as economical deuterium source under mild reaction conditions. This protocol enables good to excellent deuterium incorporation (90%–97%) in diverse ketones in a single run. The value of this methodology is further demonstrated by deuteration of commercially available bioactive ketones such as 2‐acetylphenothiazine, nabumetone, pentoxifylline, and estrone‐3‐methyl ether. Furthermore, the practicality of the developed protocol is justified by scale‐up studies.

ChemistrySelectVol. 10(12)
Bhabha Atomic Research Centre (IN), Homi Bhabha National Institute (IN)
Openalex Percentile: Top 96%
Chemical Reactions and Isotopes
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