Acid/Base-Catalyzed Functional Group Metathesis Approach to Methoxy Group Isotopic Exchange of Aryl Methyl Ethers.

Authors

Bu-Hong Zhang, Tong Wang, Zengyu Zhang, Chen-Yuan Li, Xiaoyu Yan

Published in

Organic letters. Volume 28. Issue 43. Pages 13510-13514. Oct 30, 2026.

Abstract

We report a practical method for the direct isotopic exchange of methoxy groups in aryl methyl ethers using labeled methanol as an isotope source. A base-catalyzed system (t-BuOK/18-crown-6) is effective for electron-deficient substrates, whereas an acid-catalyzed system (MeOTf) is optimal for electron-rich substrates. Both protocols afforded deuterated products in high yields with excellent deuterium incorporation. The utility is demonstrated by labeling drug molecules and serving as an internal standard for HPLC-MS/MS analysis.

PMID:
42960928
Bibliographic data and abstract were imported from PubMed on 30 Oct 2026.

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