Gold-Catalyzed Cross-Coupling Reactions of Organoiodides with Disulfides: Access to Aryl Sulfides and Vinyl Sulfide Derivatives

Thioethers and their derivatives play important roles in synthetic chemistry, medicinal chemistry, and materials science. Herein, we report a hemilabile P,N-ligand-assisted gold-catalyzed C-S cross-coupling reaction of organoiodides with disulfides. In this reaction, alkyl or aryl disulfides react smoothly with aryl or vinyl iodides to afford a series of aryl sulfide and vinyl sulfide derivatives in good to excellent yields. The robust synthetic capabilities of thioether synthesis are exemplified by the readily available and easily handled reagents as well as the excellent compatibility with a wide range of functional groups.

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Publication Details

Journal
Organic Letters
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00370
Citations
11
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
10.30

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article

Gold-Catalyzed Cross-Coupling Reactions of Organoiodides with Disulfides: Access to Aryl Sulfides and Vinyl Sulfide Derivatives

Fen Zhao, Lizhu Zhang, Yan-Fei Hu, Baomin Fan et al.
11 citations
Organic Letters
Sulfur-Based Synthesis Techniques
10.30
article

Gold-Catalyzed Cross-Coupling Reactions of Organoiodides with Disulfides: Access to Aryl Sulfides and Vinyl Sulfide Derivatives

Fen Zhao, Lizhu Zhang, Yan-Fei Hu, Baomin Fan, Zhonghua Xia
article en
11 citations

Abstract

Thioethers and their derivatives play important roles in synthetic chemistry, medicinal chemistry, and materials science. Herein, we report a hemilabile P,N-ligand-assisted gold-catalyzed C-S cross-coupling reaction of organoiodides with disulfides. In this reaction, alkyl or aryl disulfides react smoothly with aryl or vinyl iodides to afford a series of aryl sulfide and vinyl sulfide derivatives in good to excellent yields. The robust synthetic capabilities of thioether synthesis are exemplified by the readily available and easily handled reagents as well as the excellent compatibility with a wide range of functional groups.

Organic LettersVol. 27(11)
Beijing Institute of Technology (CN), Minzu University of China (CN)
National Natural Science Foundation of China, Yunnan Provincial Science and Technology Department
Openalex Percentile: Top 2%
Sulfur-Based Synthesis Techniques
10.30
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Gold-Catalyzed Cross-Coupling Reactions of Organoiodides with Disulfides: Access to Aryl Sulfides and Vinyl Sulfide Derivatives — Fen Zhao, Lizhu Zhang, et al. · Organic Letters (2025) | TGRS Research Map | TGRS