The direct synthesis of 5-selenotetrazoles <i>via</i> an electrochemical three-component reaction between isonitriles, diselenides and TMSN<sub>3</sub>

A convenient electrochemical method to construct 5-selenotetrazoles from isocyanides, diselenides and azidotrimethylsilane (TMSN<sub>3</sub>) has been accomplished in simple undivided cells under ambient conditions. Specifically, using this strategy, the electrochemical transformation proceeds smoothly under mild reaction conditions, and it also does not need any metal or external oxidants and has a wide range of substrates compared to conventional synthesis methods. Furthermore, a gram-scale electrosynthesis and free radical inhibition experiment confirmed this electrochemical procedure to be a radical pathway and demonstrated its practical application potential.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00893j
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87
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article

The direct synthesis of 5-selenotetrazoles via an electrochemical three-component reaction between isonitriles, diselenides and TMSN3

Bingcheng Hu, Bin Song, Ruizong Wang, Feng Zhao et al.
2 citations
Organic & Biomolecular Chemistry
Sulfur-Based Synthesis Techniques
1.87
article

The direct synthesis of 5-selenotetrazoles via an electrochemical three-component reaction between isonitriles, diselenides and TMSN3

Bingcheng Hu, Bin Song, Ruizong Wang, Feng Zhao, Pengxiang Gao, Chong Zhang
article en
2 citations

Abstract

A convenient electrochemical method to construct 5-selenotetrazoles from isocyanides, diselenides and azidotrimethylsilane (TMSN<sub>3</sub>) has been accomplished in simple undivided cells under ambient conditions. Specifically, using this strategy, the electrochemical transformation proceeds smoothly under mild reaction conditions, and it also does not need any metal or external oxidants and has a wide range of substrates compared to conventional synthesis methods. Furthermore, a gram-scale electrosynthesis and free radical inhibition experiment confirmed this electrochemical procedure to be a radical pathway and demonstrated its practical application potential.

Organic & Biomolecular ChemistryVol. 23(33)
Nanjing University of Science and Technology (CN)
Openalex Percentile: Top 14%
Sulfur-Based Synthesis Techniques
1.87
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The direct synthesis of 5-selenotetrazoles <i>via</i> an electrochemical three-component reaction between isonitriles, diselenides and TMSN<sub>3</sub> — Bingcheng Hu, Bin Song, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS