Electrochemical Synthesis of Selenated Isochromene-1-carbonitriles via the Cyanation and Selenocyclization of 2-Ethynylbenzaldehydes
Abstract
An electrochemical strategy for the synthesis of selenated isochromene-1-carbonitriles via the cyanation and selenocyclization of 2-ethynylbenzaldehydes has been developed. These three-component reactions proceed efficiently in an undivided cell at room temperature under metal- and oxidant-free conditions by utilizing diselenides as the selenylation reagents and trimethylsilyl cyanide (TMSCN) as the cyanation reagent. This method exhibits a broad substrate scope and excellent functional group tolerance, enabling the preparation of a variety of isochromenes bearing both Se and CN groups in good to excellent yields. The practical utility of this approach is further highlighted by its scalability to gram-scale synthesis and product derivatization.
Fields of Study & Subjects
Organoselenium and organotellurium chemistry
Radical Photochemical Reactions
Sulfur-Based Synthesis Techniques
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 21
- Pages
- 6534–6539
- Publication date
- 14 May 2026
- Language
- EN