Synthesis of 2-Organoselenyl Quinolines via Electro-Oxidative Selenocyclization of Isocyanides
Organoselenium compounds and quinolines are widely used in drugs and materials. Herein, we report an electro-oxidative cyclization between isocyanides and diselenides to effectively synthesize 2-organoselenyl quinolines in a simple undivided cell without transition-metal catalysts or toxic oxidants. Gram-scale synthesis and postsynthetic modifications highlighted the practicality of this electrochemical strategy. A series of 2-organoselenyl quinolines are produced with up to 82% yield, good functional group tolerance and high atom efficiency under room temperature.
Authors
- Kewen Tang (ORCID: https://orcid.org/0000-0002-1194-2664)
- Peng‐Fei Huang (ORCID: https://orcid.org/0000-0002-1154-4180)
- Jia-Le Fu
- Yu Liu (ORCID: https://orcid.org/0000-0003-4555-8238)
- Zhi-Gang Quan
Institutions
- Hunan Institute of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-12
- DOI
- https://doi.org/10.1021/acs.joc.5c00087
- Citations
- 9
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 8.42
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province