Catalytic Ortho C-H Methylation and Trideuteromethylation of Ar-ylthianthrenium Salts via the Catellani Strategy

26 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We reported 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. The method demonstrates excel-lent tolerance towards functional groups, scalability, and potential extension to the late-stage functionalization of biorelevant mole-cules. In combined with C−H thianthrenation of arenes, this approach provides an effective method for the site-selective C−H (trideutero)methylation of arenes. Additionally, this reaction represents the first example of a Catellani reaction involving aryl sul-fonium salts.

Keywords

magic methyl
Catellani reaction
arylthianthrenium salts
Late-Stage Modification

Supplementary materials

Title
Description
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Title
Catalytic Ortho C-H Methylation and Trideuteromethylation of Arylthianthrenium Salts via the Catellani Strategy
Description
For a detailed description of the synthesis of starting materials and final products, see the Supporting Information.
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