TEMPO as Hydrogen Atom Transfer Catalyst in Enhancing Iminyl Radical Cyclization of <i>O</i>-Acetyl Oxime toward Phenanthridines and Isoquinolines
Herein, we present a strategy for promoting the cyclization of <i>ortho</i>-aryl or <i>ortho</i> alkenyl arylketone oxime ethers C-N bonds using TEMPO as a direct hydrogen atom transfer (HAT) catalyst. The reaction employs a green solvent and requires no introduction of metal additives. It only needs catalytic amount of TEMPO to drive the reaction. Gram-scale reaction yields the corresponding products with satisfactory yields, providing a novel and efficient method for the synthesis of phenanthridine and isoquinoline derivatives.
Authors
- Xiu‐Long Yang (ORCID: https://orcid.org/0000-0003-3933-7738)
- Xiaoying Niu (ORCID: https://orcid.org/0000-0001-6779-2602)
- Zhenling Liu (ORCID: https://orcid.org/0000-0002-4033-8941)
- Shigang Shen (ORCID: https://orcid.org/0000-0001-8277-7785)
- Haoyuan Li (ORCID: https://orcid.org/0000-0002-2469-5842)
Institutions
- Ministry of Education of the People's Republic of China (CN)
- Hebei University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1021/acs.joc.4c01353
- Citations
- 9
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.25
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hebei Province
- Hebei University