Issue 12, 2024

Catalytic ortho C–H methylation and trideuteromethylation of arylthianthrenium salts via the Catellani strategy

Abstract

We report a Pd/NBE cooperative catalyzed ortho C–H methylation and trideuteromethylation of arylthianthrenium salts, enabling the efficient synthesis of a wide variety of (trideutero)methylated arenes in moderate to good yields. This method demonstrates excellent tolerance towards functional groups, scalability, and potential extension toward the late-stage functionalization of biorelevant molecules. In combination with the C–H thianthrenation of arenes, this approach provides an effective method for the site-selective C–H (trideutero)methylation of arenes.

Graphical abstract: Catalytic ortho C–H methylation and trideuteromethylation of arylthianthrenium salts via the Catellani strategy

Supplementary files

Article information

Article type
Research Article
Submitted
19 Mar 2024
Accepted
20 Apr 2024
First published
22 Apr 2024

Org. Chem. Front., 2024,11, 3333-3340

Catalytic ortho C–H methylation and trideuteromethylation of arylthianthrenium salts via the Catellani strategy

C. Chen, X. Zhang, Z. Wang, C. Ni and B. Zhu, Org. Chem. Front., 2024, 11, 3333 DOI: 10.1039/D4QO00506F

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