Metal Free and Chemoselective Alkylation of Thiols with Thianthrenium Salts in Water

The metal-free method for the chemoselective S- and O-alkylation of thiols, and carboxylic acids using alkylthianthrenium salts was disclosed. This simple, sustainable protocol operates in water under ambient conditions, exhibits excellent chemoselectivity and broad scope. Its utility is demonstrated by one-pot reactions and isotopic labeling, offering a valuable platform for forming C-S and C-O bonds.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-13
DOI
https://doi.org/10.1021/acs.joc.5c03156
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
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article

Metal Free and Chemoselective Alkylation of Thiols with Thianthrenium Salts in Water

Mengjuan Yu, Zunan Gu, W. X. Zhang, Xi Zhang et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Metal Free and Chemoselective Alkylation of Thiols with Thianthrenium Salts in Water

Mengjuan Yu, Zunan Gu, W. X. Zhang, Xi Zhang, Jing Yan, Chi Yang, Jianxing Liu, Xi-Sheng Wang, Biao Wei
article en

Abstract

The metal-free method for the chemoselective S- and O-alkylation of thiols, and carboxylic acids using alkylthianthrenium salts was disclosed. This simple, sustainable protocol operates in water under ambient conditions, exhibits excellent chemoselectivity and broad scope. Its utility is demonstrated by one-pot reactions and isotopic labeling, offering a valuable platform for forming C-S and C-O bonds.

The Journal of Organic ChemistryVol. 91(12)
University of Science and Technology of China (CN), Fuyang Normal University (CN), Guizhou University (CN), Hefei National Center for Physical Sciences at Nanoscale (CN), Ministry of Industry and Information Technology (CN)
Clean water and sanitation
Openalex Percentile: Top 22%
Sulfur-Based Synthesis Techniques
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Metal Free and Chemoselective Alkylation of Thiols with Thianthrenium Salts in Water — Mengjuan Yu, Zunan Gu, et al. · The Journal of Organic Chemistry (2026) | TGRS Research Map | TGRS