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Organic Letters· 2026Q1

Palladium-Catalyzed Site-Selective C–H Arylation of Arenes: Using Diaryl Disulfides as an Arylation Reagent

Yunqi Liu, Jiaqi Shan, Yifan Xiao, Xiwen Yang et al.

Short summary

Diaryl disulfides enable palladium-catalyzed, site-selective C–H arylation of both electron-rich and electron-deficient arenes, including challenging meta-functionalization of electron-deficient arenes.

AI-generated from the title and abstract; the full text is not read.

Key points

  • Diaryl disulfides serve as a new masked arylating reagent for C–H arylation.
  • The method achieves site-selective arylation of both electron-rich and electron-deficient arenes.
  • It enables the challenging meta-C–H activation of electron-deficient arenes.
  • Site selectivity in multisubstituted arenes follows predictable SEAr mechanisms.

AI-generated from the title and abstract; the full text is not read.

Abstract

Abstract The development of site-selective C–H arylation of simple arenes is an urgent yet very challenging task. In particular, the meta-C–H activation of electron-deficient arenes is one of the most challenging substrates for selective functionalization and lacks efficient synthetic approaches. Herein, we address this long-standing challenge for the first time by using easily available diaryl disulfide as a new masked arylating reagent. Diaryl disulfide displays a broader scope of substrates and enables the promotion of the arylation of both electron-rich and electron-deficient arenes. The site selectivity of multisubstituted arenes can also be predictable from the well-understood electrophilic substitution-type (SEAr) mechanism.

The authors' abstract, as published at the source. Organic Letters, 2026 · DOI ↗

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Field: Organic Chemistry

Organic ChemistryChemistry