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Peer-reviewed veterinary case report

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

Year:
2024
Authors:
Cao JK et al.
Affiliation:
School of Pharmacy · China

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 C<sub>sp</sub><sup>3</sup>-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 <i>tert</i>-butyl nitrite (TBN) as a non-metallic radical initiator and N-O fragment donor.

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Original publication: https://europepmc.org/article/MED/38542839