Site-Selective Electrochemical Intramolecular C(sp<sup>2</sup>)–H Selenylation for Dibenzoselenophene Synthesis
We report a robust and eco-conscious electrosynthetic protocol for efficiently constructing structurally diverse and biologically relevant dibenzoselenophenes. This transformation proceeds <i>via</i> electrochemical intramolecular C-H activation of bis(biaryl) diselenides, employing LiClO<sub>4</sub> as a green electrolyte and tetrabutylammonium bromide as an additive, conducted in DMSO at 70 °C under a constant current of 10 mA using Pt/Pt electrodes. The newly developed method offers several notable advantages, including mild and energy-efficient conditions, transition-metal-free catalysis, short reaction times, high to excellent yields, broad substrate tolerance, scalability to gram-scale synthesis, operational simplicity, and environmental friendliness.
Authors
- Wan-Lin Cheng
- Chin‐Fa Lee (ORCID: https://orcid.org/0000-0003-0735-5691)
- Rekha Bai (ORCID: https://orcid.org/0000-0001-9080-0754)
- Indrajit Karmakar (ORCID: https://orcid.org/0000-0002-2713-8080)
- Yu‐Hsuan Chen (ORCID: https://orcid.org/0000-0001-5047-6582)
- Yang Jian
Institutions
- National Chung Hsing University (TW)
- National Taipei University (TW)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-08-18
- DOI
- https://doi.org/10.1021/acs.joc.5c01600
- Citations
- 4
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- Ministry of Education, India
- National Chung-Hsing University
- National Science and Technology Council
- Science and Engineering Research Board