Base-mediated [3 + 2] cyclization/rearrangement of N-2,2,2-trifluoroethylisatin ketimines with diethyl azodicarboxylate for construction of spirooxindoles containing trifluoromethyl-1,2,4-triazoles

IF 1.7 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Fluorine Chemistry Pub Date : 2025-07-01 DOI:10.1016/j.jfluchem.2025.110452

Yabo Zhang , Liangjun Chen , Wenhe Shi , Panpan Guo , Yan Fu , Ran Guo

引用次数: 0

Abstract

This study descripts a DABCO-mediated tandem [3 + 2] cyclization/rearrangement reaction between N-2,2,2-trifluoroethylisatin ketimines with diethyl azodicarboxylate to successfully synthesize a series of spirooxindoles containing trifluoromethyl-1,2,4-triazoles. This method demonstrates good substrate applicability and achieved up to 92 % yield under mild reaction conditions, which provided an efficient synthetic strategy for the construction of novel spirooxindole-embedded trifluoromethyl triazoles.

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n -2,2,2-三氟乙基化atin酮胺与二乙基偶氮二羧酸酯的碱介导[3 + 2]环化/重排以构建含三氟甲基-1,2,4-三唑的螺菌吲哚

本研究描述了dabco介导的n -2,2,2-三氟乙基化atin酮胺与二乙基偶氮二羧酸酯的串联[3 + 2]环化/重排反应，成功合成了一系列含三氟甲基-1,2,4-三唑的螺菌吲哚。该方法具有良好的底物适应性，在温和的反应条件下，产率高达92%，为构建新型螺旋体吲哚包埋的三氟甲基三唑提供了一种有效的合成策略。

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.