The synthesis of N-Trifluoromethyl hydroxylamine from (trifluoromethyl)trimethylsilane

IF 1.7 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Fluorine Chemistry Pub Date : 2024-10-16 DOI:10.1016/j.jfluchem.2024.110356

Haixia Song, Qin Wang, Xingjie Ruan, Weilong Hu, Le Liu, Xin-Hua Duan, Mingyou Hu

引用次数: 0

Abstract

We have presented a straightforward approach for the synthesis of N-CF₃ hydroxylamines, utilizing TMSCF₃ for the N-trifluoromethylation of nitrosoarenes with the assistance of CsF. This method demonstrates excellent tolerance towards various functional groups and can be applied to a wide range of substrates, highlighting its versatility and utility in synthetic applications. The nucleophilic N-trifluoromethylation pathway for N-CF₃ hydroxylamines provides a practical protocol for the synthesis of promising molecular architectures in the field of medicinal chemistry.

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从（三氟甲基）三甲基硅烷合成 N-三氟甲基羟胺

我们提出了一种直接合成 N-CF3 羟基胺的方法，利用 TMSCF3 在 CsF 的辅助下对亚硝基烯烃进行 N-三氟甲基化反应。该方法对各种官能团具有极佳的耐受性，可用于多种底物，突出了其在合成应用中的多功能性和实用性。N-CF3 羟基胺的亲核 N-三氟甲基化途径为药物化学领域合成前景广阔的分子结构提供了一个实用的方案。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Fluorine Chemistry 化学-无机化学与核化学

CiteScore

3.80

自引率

10.50%

发文量

审稿时长

33 days

期刊介绍： The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature. For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.