Electrochemical direct site-selective selenation of carbazoles

Selenium-substituted carbazoles are crucial molecular scaffolds in organic optoelectronic materials, and direct site-selective selenation of carbazole C-H bonds is a highly efficient, atom-economical, and environmentally benign synthetic strategy. However, the current method for direct C-3 selenation of inert carbazoles relies on the use of stoichiometric oxidants and metal catalysts under harsh reaction conditions, severely limiting their applicability and hindering their overall efficiency. Herein, we report the first electrochemical direct and selective C-3 selenation of carbazoles using diaryl diselenide as the selenium source under oxidant-, metal-free and mild conditions. The present electrochemical strategy features broad substrate scope, excellent functional group tolerance, easy scalability, and operational simplicity.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2026-01-01
DOI
https://doi.org/10.1039/d6ob00206d
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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Electrochemical direct site-selective selenation of carbazoles

Hejun Chen, Haodong Ma, Yang Zhang, Yu Xia et al.
Organic & Biomolecular Chemistry
Radical Photochemical Reactions
article

Electrochemical direct site-selective selenation of carbazoles

Hejun Chen, Haodong Ma, Yang Zhang, Yu Xia, Wei Xu, Weiwei Jin, Chenjiang Liu, Ziren Chen, Bin Wang, Shaofeng Wu
article en

Abstract

Selenium-substituted carbazoles are crucial molecular scaffolds in organic optoelectronic materials, and direct site-selective selenation of carbazole C-H bonds is a highly efficient, atom-economical, and environmentally benign synthetic strategy. However, the current method for direct C-3 selenation of inert carbazoles relies on the use of stoichiometric oxidants and metal catalysts under harsh reaction conditions, severely limiting their applicability and hindering their overall efficiency. Herein, we report the first electrochemical direct and selective C-3 selenation of carbazoles using diaryl diselenide as the selenium source under oxidant-, metal-free and mild conditions. The present electrochemical strategy features broad substrate scope, excellent functional group tolerance, easy scalability, and operational simplicity.

Organic & Biomolecular Chemistry
Xinjiang Normal University (CN), China Jiliang University (CN), Xinjiang University (CN)
Openalex Percentile: Top 5%
Radical Photochemical Reactions
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