由α-全氟烯基化醛合成全氟烷基化吡唑。
Synthesis of Perfluoroalkylated Pyrazoles from α-Perfluoroalkenylated Aldehydes.
作者信息
Bunnemann Lennart, Wulkesch Christian, Voigt Victoria Carina, Czekelius Constantin
机构信息
Department of Organic Chemistry and Macromolecular Chemistry, Heinrich-Heine-Universität, 40225 Düsseldorf, Germany.
出版信息
Molecules. 2024 Oct 25;29(21):5034. doi: 10.3390/molecules29215034.
Abstract
Within this study, we report a simple two-step process for the synthesis of perfluoroalkylated pyrazoles from aliphatic aldehydes. In the photocatalytic first step, the aldehydes are transformed into the corresponding perfluoroalkylated enals, which then undergo nucleophilic attack by hydrazine and subsequent ring closure, providing the fluorinated 3,4-substituted pyrazole products in a 64-84% yield. Using triphenylphosphine and imidazolidinone as organocatalysts, the method is operationally simple and omits heavy metal-containing waste.
摘要
在本研究中，我们报道了一种由脂肪醛合成全氟烷基化吡唑的简单两步法。在光催化的第一步中，醛被转化为相应的全氟烷基化烯醛，然后烯醛受到肼的亲核攻击并随后闭环，以64 - 84%的产率提供氟化的3,4 - 二取代吡唑产物。使用三苯基膦和咪唑啉酮作为有机催化剂，该方法操作简单且避免了含重金属的废物。
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