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Synthesis and Reaction of Novel Spiro Pyrazol-3-ones Containing Oxirane Moiety
Heterocycles ( IF 0.8 ) Pub Date : 2021-05-19 , DOI: 10.3987/com-21-14473
Hiroshi Maruoka , Hayate Nagabuchi , Eiichi Masumoto , Fumi Okabe-Nakahara

An efficient synthesis and reaction of a series of spiro pyrazol-3-one derivatives containing oxirane moiety are described. The convenient substrates, three types of pyrazole-4,5-diones, were reacted with phenacyl bromides in the presence of triethylamine in ethanol at room temperature to give the corresponding spiro epoxide-pyrazol-3-ones in moderate to good yields. Furthermore, thermal treatment of spiro compounds with pyrrolidine in the presence of water caused ring transformation easily to afford the corresponding pyridazinone derivatives. These methods provide several advantages such as operational simplicity, shorter reaction time, and higher yields. All the synthesized compounds were characterized by spectroscopic analysis.

中文翻译:

新型含环氧乙烷螺环吡唑-3-酮的合成与反应

描述了一系列含有环氧乙烷部分的螺 pyrazol-3-one 衍生物的有效合成和反应。方便的底物,三种类型的吡唑-4,5-二酮,在室温下在乙醇中的三乙胺存在下与苯甲酰溴反应,以中等至良好的产率得到相应的螺环环氧化物-吡唑-3-酮。此外,在水存在下用吡咯烷热处理螺环化合物很容易引起环转化,得到相应的哒嗪酮衍生物。这些方法提供了几个优点,例如操作简单、反应时间更短和产率更高。所有合成的化合物均通过光谱分析表征。
更新日期:2021-07-25
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