Electro-oxidative [3+2] cycloaddition for the synthesis of 5-selenyltetrazoles

5-Selenyltetrazoles, which combine tetrazole scaffolds with organoselenium frameworks, have been widely incorporated into various functional molecules. Herein, we report an environmentally friendly and efficient electrochemical three-component reaction of isonitriles, diselenides and TMSN<sub>3</sub> to access 5-selenyltetrazoles under metal-free conditions. Both aliphatic and aryl isonitriles and diselenides are suitable for this strategy at room temperature, showing excellent functional group tolerance and high atom economy.

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Publication Details

Journal
Chemical Communications
Published
2025-12-08
DOI
https://doi.org/10.1039/d5cc05872d
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electro-oxidative [3+2] cycloaddition for the synthesis of 5-selenyltetrazoles

Peng‐Fei Huang, Long‐Jin Zhong, Yu Liu, Ying Peng et al.
Chemical Communications
Radical Photochemical Reactions
article

Electro-oxidative [3+2] cycloaddition for the synthesis of 5-selenyltetrazoles

Peng‐Fei Huang, Long‐Jin Zhong, Yu Liu, Ying Peng, Zhi-Gang Quan
article en

Abstract

5-Selenyltetrazoles, which combine tetrazole scaffolds with organoselenium frameworks, have been widely incorporated into various functional molecules. Herein, we report an environmentally friendly and efficient electrochemical three-component reaction of isonitriles, diselenides and TMSN<sub>3</sub> to access 5-selenyltetrazoles under metal-free conditions. Both aliphatic and aryl isonitriles and diselenides are suitable for this strategy at room temperature, showing excellent functional group tolerance and high atom economy.

Chemical CommunicationsVol. 62(3)
Hunan Institute of Science and Technology (CN)
Openalex Percentile: Top 70%
Radical Photochemical Reactions
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