Synthesis of 5-(1H-pyrazol-3-yl)isoxazoles

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-10-26 DOI:10.1007/s11172-024-4381-9

I. S. Odin, R. N. Itakhunov, D. M. Gusev, A. V. Vologzhanina, A. A. Golovanov

引用次数: 0

Abstract

5-(4,5-Dihydro-1H-pyrazol-3-yl)isoxazoles (pyrazoline-isoxazoles) are readily oxidized by active manganese dioxide in benzene or dichloromethane at room temperature. As a result, a simple and efficient method for the synthesis of the corresponding pyrazoleisoxazoles in 94–99% yields was developed. It was shown that 3-ethynyl-1H-pyrazoles are inactive in the 1,3-dipolar cycloaddition reaction with nitrile oxides and nitrile imines. The synthesized di- and trisubstituted pyrazole-isoxazoles showed weaker luminescent properties compared to pyrazoline-isoxazoles.

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5-(1H-吡唑-3-基)异恶唑的合成

5-(4,5-二氢-1H-吡唑-3-基)异恶唑（吡唑啉异恶唑）在室温下很容易被苯或二氯甲烷中的活性二氧化锰氧化。因此，我们开发了一种简单高效的方法来合成相应的吡唑异噁唑，收率高达 94-99%。研究表明，3-乙炔基-1H-吡唑在与腈氧化物和腈亚胺的 1,3-二极环加成反应中不活跃。与吡唑啉-异噁唑相比，合成的二取代和三取代吡唑-异噁唑的发光性能较弱。

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

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.