Electro-Oxidative Three-Component Synthesis of 3,5-Disubstituted-1,2,4-Thiadiazoles from Amines, Amidines, and CS<sub>2</sub>

1,2,4-Thiadiazoles, a significant class of heterocyclic compounds, are widely found in biologically active molecules. Herein, we report a green electrochemical three-component reaction of amines, amidines, and CS<sub>2</sub> for the effective synthesis of 3,5-disubstituted-1,2,4-thiadiazoles under metal- and oxidant-free conditions. Both aliphatic and aryl amines are well-tolerated at room temperature in a simple undivided cell. A series of 1,2,4-thiadiazoles are prepared with excellent functional groups.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-29
DOI
https://doi.org/10.1021/acs.joc.4c02569
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
5.62
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article

Electro-Oxidative Three-Component Synthesis of 3,5-Disubstituted-1,2,4-Thiadiazoles from Amines, Amidines, and CS2

Peng‐Fei Huang, Jia-Le Fu, Quan Zhou, Yu Liu et al.
6 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
5.62
article

Electro-Oxidative Three-Component Synthesis of 3,5-Disubstituted-1,2,4-Thiadiazoles from Amines, Amidines, and CS2

Peng‐Fei Huang, Jia-Le Fu, Quan Zhou, Yu Liu, Ying Peng, Bo Li
article en
6 citations

Abstract

1,2,4-Thiadiazoles, a significant class of heterocyclic compounds, are widely found in biologically active molecules. Herein, we report a green electrochemical three-component reaction of amines, amidines, and CS<sub>2</sub> for the effective synthesis of 3,5-disubstituted-1,2,4-thiadiazoles under metal- and oxidant-free conditions. Both aliphatic and aryl amines are well-tolerated at room temperature in a simple undivided cell. A series of 1,2,4-thiadiazoles are prepared with excellent functional groups.

The Journal of Organic ChemistryVol. 90(14)
Hunan Institute of Science and Technology (CN)
Openalex Percentile: Top 4%
Sulfur-Based Synthesis Techniques
5.62
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