Electrochemical Trifluoromethylation/Cyclization of N′-Arylidene-N-acryloyltosylhydrazides for the Synthesis of CF3-Substituted Pyrazolones

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Yu Xia*, , , Wenlong Xu, , , Xinquan Wu, , , Tingting Yin, , , Shaofeng Wu, , , Ziren Chen, , , Bin Wang, , , Yonghong Zhang, , and , Chenjiang Liu*, 
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Abstract

Herein, a mild and efficient synthesis of pyrazolones is disclosed through a sustainable electrochemical method. This electrolysis relied on cascade trifluoromethylation/cyclization by using CF3SO2Na as a trifluoromethyl source, which occurred directly at the anode. Two C–C bonds were formed to afford a series of novel trifluoromethyl-containing pyrazolone scaffolds without the addition of metals and redox reagents. Further mechanistic results showed that the reaction process may undergo a radical pathway.

Abstract Image

电化学三氟甲基化/环化N′-芳基-N-丙烯酰酰肼合成cf3取代吡唑酮。
本发明公开了一种温和高效的吡唑酮类化合物的可持续电化学合成方法。该电解依赖于以CF3SO2Na作为三氟甲基源的级联三氟甲基化/环化,直接发生在阳极。两个C-C键形成了一系列新的含三氟甲基吡唑酮支架,而不需要添加金属和氧化还原试剂。进一步的机理研究表明,该反应过程可能经过自由基途径。
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 Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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