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- Title
tert -Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones.
- Authors
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
- Abstract
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 Csp3–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 tert-butyl nitrite (TBN) as a non-metallic radical initiator and N–O fragment donor.
- Subjects
RADICALS (Chemistry); METHYL ketones; NITRILE oxides; RING formation (Chemistry); KETONES; OXIDATION; ISOXAZOLES
- Publication
Molecules, 2024, Vol 29, Issue 6, p1202
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29061202