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Updated: Jan 22, 2026
07:12
Author Spotlight: Quantification of Complex Lipidomic Samples Using Stable Isotope Labeling
Published on: August 23, 2024
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Late-Stage Phenylation From [13C6] and [2H5]Benzene: A Versatile Tool for Stable Isotope Labeled MS Standards
Alexandre Labiche1, Bouchaib Mouhsine1, Dorian Dupommier1
1Service de Chimie Bio-Organique et Marquage, DMTS, Université Paris-Saclay, CEA, Gif-sur-Yvette, France.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 20, 2026
Summary
Researchers developed a new method for incorporating stable isotopes into molecules using isotopically labeled benzene. This advances the synthesis of stable isotope-labeled (SIL) compounds for chemical and biological studies.
Area of Science:
- Organic Chemistry
- Isotope Chemistry
- Catalysis
Background:
- Stable isotope-labeled (SIL) molecules are crucial for mechanistic studies and metabolite quantification.
- Directly functionalizing unsubstituted benzene and incorporating labeled benzene late-stage are significant synthetic challenges.
Purpose of the Study:
- To develop a novel method for aryl thianthrenation enabling direct incorporation of multiple isotopes.
- To overcome limitations in late-stage functionalization of isotopically labeled benzene.
Main Methods:
- Utilized sulfonium salts as a source of fully labeled [13C6] and [2H5]benzene.
- Employed palladium catalysis for C─C and C─S bond formation with various substrates.
Main Results:
- Demonstrated efficient C─C and C─S bond formation using the developed methodology.
- Successfully synthesized poly-substituted [13C6]benzene derivatives.
Conclusions:
- Aryl thianthrenation provides an effective route for direct multi-isotopic labeling of molecular scaffolds.
- This method facilitates the synthesis of complex labeled compounds from isotopically enriched benzene.
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