Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines
Electrosynthesis provides an efficient route for the construction of heterocyclic compounds. Herein, we report an electrochemically promoted [3 + 2] cycloaddition of alkenes with vinyl azides under mild conditions. This strategy enables the direct synthesis of 2,4,5-trisubstituted-1-pyrrolines. Compared with conventional methods, this approach requires no oxidants, reductants, or metals. Mechanistic studies have revealed that the reaction proceeds via a cyclization process of alkene radical cations, and both the anode and the cathode play indispensable roles in the reaction.
Authors
- Shaoxiong Yang (ORCID: https://orcid.org/0000-0002-2082-6198)
- Yanren Zhu (ORCID: https://orcid.org/0000-0002-8680-7600)
- Silei Ye (ORCID: https://orcid.org/0000-0003-2372-7598)
- Enfan Pu
- Xiong Li (ORCID: https://orcid.org/0000-0002-1899-6542)
- Hongbin Zhang (ORCID: https://orcid.org/0000-0002-2516-2634)
- P. Jiang (ORCID: https://orcid.org/0009-0009-0668-4662)
- Jingbo Chen
- Menghua Chen
Institutions
- Yunnan University (CN)
- Yunnan Center for Disease Control And Prevention (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-01-21
- DOI
- https://doi.org/10.1021/acs.orglett.5c04941
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00