tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones

Cao, Jian-Kang and Cao, Tian-Zheng and Yue, Qian-Wen and Ma, Ying and Yang, Chuan-Ming and Zhang, Hong-Xi and Li, Ya-Chen and Dong, Qiao-Ke and Zhu, Yan-Ping and Sun, Yuan-Yuan (2024) tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones. Molecules, 29 (6). p. 1202. ISSN 1420-3049

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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.

Item Type: Article
Subjects: Pustaka Library > Multidisciplinary
Depositing User: Unnamed user with email support@pustakalibrary.com
Date Deposited: 08 Mar 2024 10:08
Last Modified: 08 Mar 2024 10:08
URI: http://archive.bionaturalists.in/id/eprint/2302

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