Visible-Light-Induced Intramolecular Radical Cyclization for the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones
A visible-light-induced radical cyclization of α-brominated amides has been developed to construct benzimidazole[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones and pyrrolidonesin in yields up to 97%. The methodology exhibits a certain functional-group compatibility with 43 examples and operational simplicity, offering a rapid and concise approach to obtain five- and six-membered rings under the irradiation of 18 W blue LED. Additionally, large-scale reaction of this method for synthesizing benzimidazo-isoquinolineones and the further transformations to useful pyrrolidones were also conducted and afforded positive results.
Authors
- Yangjie Wu (ORCID: https://orcid.org/0000-0002-0134-0870)
- Kaixia Sui
- Yuting Leng (ORCID: https://orcid.org/0000-0001-7410-0475)
- Panpan Wang (ORCID: https://orcid.org/0000-0003-4403-8740)
- Ning Ma (ORCID: https://orcid.org/0000-0003-1825-8854)
- Shiliang Jiang
Institutions
- Zhengzhou University (CN)
- State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-12
- DOI
- https://doi.org/10.1021/acs.orglett.4c04292
- Citations
- 7
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- National Natural Science Foundation of China