The reactions of fluoroalkylated acetylides with various nitrones were investigated. When nitrones with an alkyl substituent were employed, hydroxylamines were obtained in high yields, and smooth dehydroxylation followed, to give the corresponding propargylamines. Nitrones with an aryl substituent underwent nucleophilic addition and subsequent intramolecular cyclization, affording the corresponding fluoroalkylated dihydroisoxazoles in moderate yields. These sequences were also extended to chiral versions.
研究了氟烷基化
乙炔与各种硝酮的反应。当使用带有烷基取代基的硝酮时,可以高产率获得
羟胺,并且随后顺利脱羟基,得到相应的
炔丙胺。具有芳基取代基的硝酮经历亲核加成和随后的分子内环化,以中等产率提供相应的氟烷基化二氢
异恶唑。这些序列也被扩展到手性版本。