Synthesis of Aryl Thiocyanates, Aryl Dithiocarbamates, Aryl Sulfones, and Aryl Thiobenzoates via Au-Catalyzed C–S Cross-Couplings

We have developed an efficient gold-catalyzed C-S cross-coupling of various silver-based thionucleophiles with aryl iodides. Our method offers a one-stop-shop solution for synthesizing diverse sulfur-containing aromatics, including aryl thiocyanic acids, aryl diethyldithiocarbamates, aryl sulfones, and aryl thiobenzoates. Our protocol gives moderate to excellent yields and compatibility with various functional groups. In comparison to other transition-metal-catalyzed C-S cross-couplings, our method has advantages in broad applicability and high tolerance toward air and moisture.

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Institutions

Publication Details

Journal
Organic Letters
Published
2024-11-11
DOI
https://doi.org/10.1021/acs.orglett.4c03566
Citations
8
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.00

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article

Synthesis of Aryl Thiocyanates, Aryl Dithiocarbamates, Aryl Sulfones, and Aryl Thiobenzoates via Au-Catalyzed C–S Cross-Couplings

Bo Xu, Guifang Chen, Hongyan Liu
8 citations
Organic Letters
Sulfur-Based Synthesis Techniques
2.00
article

Synthesis of Aryl Thiocyanates, Aryl Dithiocarbamates, Aryl Sulfones, and Aryl Thiobenzoates via Au-Catalyzed C–S Cross-Couplings

Bo Xu, Guifang Chen, Hongyan Liu
article en
8 citations

Abstract

We have developed an efficient gold-catalyzed C-S cross-coupling of various silver-based thionucleophiles with aryl iodides. Our method offers a one-stop-shop solution for synthesizing diverse sulfur-containing aromatics, including aryl thiocyanic acids, aryl diethyldithiocarbamates, aryl sulfones, and aryl thiobenzoates. Our protocol gives moderate to excellent yields and compatibility with various functional groups. In comparison to other transition-metal-catalyzed C-S cross-couplings, our method has advantages in broad applicability and high tolerance toward air and moisture.

Organic LettersVol. 26(46)
Donghua University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 14%
Sulfur-Based Synthesis Techniques
2.00
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