biostudies-literatureCao JKTalent Induction Program for Youth Innovation Teams in Colleges and Universities of Shandong ProvinceYantai "Double Hundred Plan"The Graduate Innovation Foundation of Yantai Universitythe Foundation of Anhui Laboratory of Molecule-Based Materials1202https://www.ebi.ac.uk/biostudies/studies/S-EPMC10974807biostudies-literatureUnknown29(6)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.Molecules (Basel, Switzerland)tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones.PMC10974807nofzj22022KGIFYTU2312Zhang HXSun YYLi YCYue QWZhu YPYang CMMa YDong QKCao TZCao JKfalsetert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones.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.2024-01-01T00:00:00Z2024 Mar2025-04-22T21:32:37.952Z2025-04-06T03:34:17.961ZS-EPMC109748073854283910.3390/molecules29061202