Carbon Monoxide and Alkoxycarbonyl Radical Enabled Migration Strategy for the Carbonylative Functionalization of Unactivated Alkenes
Herein we report a "carbonylative migration" strategy for the acylation-esterification type double functionalization of unactivated alkenes using alkyloxalkyl chlorides and CO as the reagents. The transformation is proceeded by the alkoxycarbonyl radical addition to unactivated alkenes, followed by the insertion of carbon monoxide to induce intramolecular migration of heteroaryl groups, which is different from the traditional reaction modes. The reaction conditions were mild and well tolerated with varieties of functional groups. A variety of 1,4-dicarbonyl compounds with different ester groups were produced easily which has high potential applications in biology, medicine, and other fields.
Authors
- Xiao‐Feng Wu (ORCID: https://orcid.org/0000-0001-6622-3328)
- Yuanrui Wang (ORCID: https://orcid.org/0000-0001-8580-1824)
- Ming Hou
- Jiajun Zhang (ORCID: https://orcid.org/0000-0001-5293-7434)
- Hefei Yang
Institutions
- Albert Einstein College of Medicine (US)
- Dalian Institute of Chemical Physics (CN)
- Chinese Academy of Sciences (CN)
- Leibniz Institute for Catalysis (DE)
- Dalian National Laboratory for Clean Energy (CN)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2024-12-04
- DOI
- https://doi.org/10.1002/chem.202404113
- Citations
- 3
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Dalian Institute of Chemical Physics