Cao Jian-Kang, Cao Tian-Zheng, Yue Qian-Wen, Ma Ying, Yang Chuan-Ming, Zhang Hong-Xi, Li Ya-Chen, Dong Qiao-Ke, Zhu Yan-Ping, Sun Yuan-Yuan
Key Laboratory of Molecular Pharmacology and Drug Evaluation, Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, School of Pharmacy, Yantai University, Yantai 264005, China.
Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, China.
Molecules. 2024 Mar 7;29(6):1202. doi: 10.3390/molecules29061202.
A practical metal-free and additive-free approach for the synthesis of 6/7/8-membered oxacyclic ketone-fused isoxazoles/isoxazolines tetracyclic or tricyclic structures is reported through C-H bond radical nitrile oxidation and the intramolecular cycloaddition of alkenyl/alkynyl-substituted aryl methyl ketones. This convenient approach enables the simultaneous formation of isoxazole/isoxazoline and 6/7/8-membered oxacyclic ketones to form polycyclic architectures by using -butyl nitrite (TBN) as a non-metallic radical initiator and N-O fragment donor.
报道了一种实用的无金属且无添加剂的方法,通过C-H键自由基腈氧化以及烯基/炔基取代的芳基甲基酮的分子内环加成反应,合成6/7/8元氧杂环酮稠合的异恶唑/异恶唑啉四环或三环结构。这种简便的方法能够通过使用亚硝酸叔丁酯(TBN)作为非金属自由基引发剂和N-O片段供体,同时形成异恶唑/异恶唑啉和6/7/8元氧杂环酮,从而构建多环结构。