Synthesis of novel isoxazoline and isoxazolidine derivatives: carboxylic acids and delta bicyclic lactones via the nucleophilic addition of bis(trimethylsilyl)ketene acetals to isoxazoles was written by Rosales-Amezcua, Saulo C.;Ballinas-Indili, Ricardo;Lopez-Reyes, Morelia E.;Rosas-Castaneda, Hector A.;Toscano, R. Alfredo;Alvarez-Toledano, Cecilio. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2021.Category: isoxazole This article mentions the following:
Bis(trimethylsilyl)ketene acetals readily react with activated N-triflyl isoxazoles to selectively afford novel isoxazoline or isoxazolidine derivatives The regioselectivity of the reaction strongly depends on the substrate substituents. When the isoxazole was substituted at the 5-position by a Me or Ph group, the lactonization product, i.e., the isoxazolidine derivative, was formed as a result of double nucleophilic addition of the ketene acetal. When the isoxazole was not substituted, the main product was the corresponding carboxylic acid, i.e., the isoxazoline derivative In the experiment, the researchers used many compounds, for example, 5-Methylisoxazole (cas: 5765-44-6Category: isoxazole).
5-Methylisoxazole (cas: 5765-44-6) belongs to isoxazole derivatives. Isoxazole rings are found in some natural products, such as ibotenic acid and muscimol. Isoxazole can be synthesised via a variety of methods. Examples include via the reaction of hydroxylamine with 1,3-diketones or derivatives of propiolic acid.Category: isoxazole
Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem