Electrochemical Dimerization of <i>o</i>-Aminophenols and Hydrogen Borrowing-like Cascade to Synthesize N-Monoalkylated Aminophenoxazinones via Paired Electrolysis
A novel electrocatalytic dimerization of <i>o</i>-aminphenols and a hydrogen borrowing-like cascade for synthesizing N-monoalkylated aminophenoxazinones have been developed. This electrocatalytic reaction uses a constant current mode in an undivided cell and is free of metal catalysis, open to the air, and eco-friendly. In particular, this protocol exhibits a wide substrate range and provides versatile N-monoalkylated aminophenoxazinones in medium to good yields. The results of our mechanistic research reveal that this protocol involves a cascade of electrochemical cyclocondensation of <i>o</i>-aminphenols and the hydrogen transfer process via paired electrolysis.
Authors
- Ganpeng Li (ORCID: https://orcid.org/0000-0001-5954-8757)
- Ye Zhou (ORCID: https://orcid.org/0000-0002-8780-0099)
- Yonghui He (ORCID: https://orcid.org/0000-0001-6724-8607)
- Jiahui Fan
- Jun Gao (ORCID: https://orcid.org/0000-0002-6692-1828)
- Xiaojing Zhao (ORCID: https://orcid.org/0000-0003-3018-5061)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-10
- DOI
- https://doi.org/10.1021/acs.joc.4c01130
- Citations
- 1
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.16