Electrochemical Oxidative Reassembly of 1,3-Diketones with Aryl Alkenes and Water via Carbon–Carbon Bond Cleavage Rearrangement
We report the electrochemical cleavage and reassembly of 1,3-diketones with aryl alkenes and water for the synthesis of 1,4-ketoalcohol derivatives. This approach represents the first example of formal carbon-carbon cleavage of 1,3-diketones and alkene insertion via electro-oxidation, enabling the direct synthesis of diverse 1,4-ketoalcohol derivatives in good to high yields. The developed strategy employs an electrochemical approach using inexpensive commercial carbon electrodes in an undivided cell under mild and operationally simple conditions.
Authors
- Wei Wu (ORCID: https://orcid.org/0000-0001-5428-9661)
- Biaobiao Jiang (ORCID: https://orcid.org/0000-0001-8133-4798)
- Jun Shi (ORCID: https://orcid.org/0000-0002-3514-4691)
- R.K. Linghu
- Hai Tao Ren (ORCID: https://orcid.org/0000-0002-8188-1561)
- Qin Chi
- Bingjie Jian
Institutions
- Guiyang Medical University (CN)
- Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c00929
- Citations
- 7
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 6.55
Funders
- National Natural Science Foundation of China
- Major Scientific and Technological Special Project of Guizhou Province