Regioselective [3 + 2] cycloaddition of diazo reagents and internal alkynes: Accessing regiosomers of highly substituted trifluoromethylpyrazoles

IF 1.7 4区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Fluorine Chemistry Pub Date : 2023-11-01 DOI:10.1016/j.jfluchem.2023.110216
Shuo-Han Li , Ran Guo , Ning Lv , Yu Liu , Xiaodong Tang , Jun-An Ma
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Abstract

We herein descript a metal-free and highly regioselective [3 + 2] cycloaddition reaction between diazo compounds and internal alkynes, accessing to a series of trifluoromethylated pyrazoles. Using different combination of starting materails, both regioisomers can be obtained under this protocal. The developed cycloaddition reaction provides a valuable tool for future medicinal chemistry research on highly substituted trifluoromethyl pyrazoles.

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重氮试剂和内炔的区域选择性[3 + 2]环加成:获取高取代三氟甲基吡唑的区域异构体
我们在此描述了重氮化合物和内炔之间的无金属和高度区域选择性的[3 + 2]环加成反应,获得一系列三氟甲基化吡唑。采用不同的起始原料组合,可以得到两种区域异构体。所建立的环加成反应为高取代三氟甲基吡唑的药物化学研究提供了有价值的工具。
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来源期刊
Journal of Fluorine Chemistry
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
99
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.
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