Photochemical Decarboxylative Radical Alkylation/Cyclization Reaction to Fused Nitrogen Heterocycles by <scp>LiI</scp>/<scp>PPh<sub>3</sub></scp> Catalysis
Comprehensive Summary A visible‐light‐induced decarboxylative radical cascade cyclization reaction between N ‐(2‐cyanoaryl)‐acrylamides and alkyl N ‐(acyloxy)phthalimide (NHPI esters) for the construction of phenanthridine derivatives has been developed. This approach utilizes lithium iodide (LiI) and triphenylphosphine (PPh 3 ) as the redox catalysts and the alkyl radical is produced through the photoactivation of the electron donor‐acceptor (EDA) complex. A series of primary, secondary, and tertiary alkyl‐substituted phenanthridines are prepared in up to 82% yield without transition‐metal catalysts, chemical oxidants, or metal‐/organic dye‐based photocatalysts.
Authors
- Peng‐Fei Huang (ORCID: https://orcid.org/0000-0002-1154-4180)
- Xin‐Qian Liu
- Jin‐Heng Li (ORCID: https://orcid.org/0000-0001-7215-7152)
- S. Li (ORCID: https://orcid.org/0000-0002-3154-6888)
- Jia‐Li Sui
- Yu Liu (ORCID: https://orcid.org/0000-0003-4555-8238)
Institutions
- Hunan Institute of Science and Technology (CN)
- Qingdao University of Science and Technology (CN)
- Henan Normal University (CN)
- Lanzhou University (CN)
Publication Details
- Journal
- Chinese Journal of Chemistry
- Published
- 2024-09-10
- DOI
- https://doi.org/10.1002/cjoc.202400628
- Citations
- 13
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 3.25
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province