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European Journal of Organic Chemistry· 2026Q2

Electrochemical Selenocyanation and Thiocyanation of Azaindoles and Deazapurines

Esraphil Hossain, Rajib Bera, Arup Bairagi, Somnath Yadav

Short summary

A new, catalyst-free electrochemical method enables regioselective C-H selenocyanation and thiocyanation of azaindoles and deazapurines using graphite electrodes and readily available KSCN or KSeCN.

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Key points

  • Developed a catalyst-free, regioselective electrochemical C-H selenocyanation/thiocyanation of azaindoles and deazapurines.
  • Reaction uses graphite electrodes, KSCN or KSeCN, and a constant electric current in an undivided cell.
  • Achieved high yields ranging from 70% to 90% for synthesized derivatives.
  • The method tolerates various electron-rich or electron-deficient substituents on the heterocyclic core.

AI-generated from the title and abstract; the full text is not read.

Abstract

An economical and regioselective electrochemical oxidative C─H selenocyanation or thiocyanation of N ‐rich heteroarenes, such as azaindole and deazapurine, is reported utilizing graphite electrodes. The reaction proceeds without the need for any catalyst or oxidant under a constant electric current in an undivided electrolytic cell. The commercially available reagents KSCN or KSeCN were used for the chalcogenocyanation reactions. A variety of selenocyanated and thiocyanated derivatives were synthesized in yields of 70%–90%, and the reactions also tolerated different electron‐rich or electron‐deficient substituents on the heterocyclic core.

The authors' abstract, as published at the source. European Journal of Organic Chemistry, 2026 · DOI ↗

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