Merging Paired Electrolysis and Copper Catalysis Enables Electrochemical Arylation of Aziridine for the Synthesis of 1,2-Amino Tertiary Alcohols
1,2-Amino alcohols are omnipresent in bioactive molecules. Conventional approaches to this motif require multistep reactions. Herein, we develop an electrochemical strategy for copper-catalyzed convergent paired electrolysis. By selectively cleaving the C-N bond of 2-aryl-1-tosylaziridines with electron-deficient aromatics as the aryl source, the 1,2-amino tertiary alcohol scaffold is rapidly constructed. This method features mild reaction conditions, large-scale preparation, and a lack of sacrificial electrodes. Experimental studies and DFT calculations indicate that this reaction tends toward radical cross-coupling.
Authors
- Li‐Li Liao (ORCID: https://orcid.org/0000-0002-3917-7685)
- Cheng‐He Zhou (ORCID: https://orcid.org/0000-0003-3233-5465)
- Yu‐Rong Yang (ORCID: https://orcid.org/0000-0001-6874-109X)
- Gui‐Xin Cai (ORCID: https://orcid.org/0000-0001-6563-1602)
- Zhong‐Lin Zang (ORCID: https://orcid.org/0000-0003-4030-4204)
- Xin-Yu Zhang
- Dexin Xie
- Zhong-Shan Teng
Institutions
- Southwest University (CN)
- Sichuan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-26
- DOI
- https://doi.org/10.1021/acs.orglett.5c01417
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Southwest University