{"title":"3,5-Disubstituted-1H-pyrazoles: sequential syntheses from N-acylbenzotriazoles, alkynes, and hydrazine in ionic liquid","authors":"Khalid Widyan","doi":"10.1007/s11696-024-03880-x","DOIUrl":null,"url":null,"abstract":"<div><p>A new procedure that is free of copper and palladium has been developed for the sequential synthesis of 3,5-disubstituted-1<i>H</i>-pyrazoles using various <i>N</i>-acylbenzotriazoles, terminal alkynes, and hydrazine. In this process, <i>N</i>-acylbenzotriazoles react with terminal alkynes in 1-butyl-3-methyl-imidazolium tetrafluoroborate, catalyzed by zinc chloride, to produce <i>α,β</i>-unsaturated alkynones. These intermediates are then converted into pyrazoles through an in-situ reaction with hydrazine. Additionally, the ionic liquid can be recovered and reused without significant loss of efficiency.</p></div>","PeriodicalId":513,"journal":{"name":"Chemical Papers","volume":"79 3","pages":"1649 - 1655"},"PeriodicalIF":2.5000,"publicationDate":"2025-01-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Papers","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11696-024-03880-x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Engineering","Score":null,"Total":0}
引用次数: 0
Abstract
A new procedure that is free of copper and palladium has been developed for the sequential synthesis of 3,5-disubstituted-1H-pyrazoles using various N-acylbenzotriazoles, terminal alkynes, and hydrazine. In this process, N-acylbenzotriazoles react with terminal alkynes in 1-butyl-3-methyl-imidazolium tetrafluoroborate, catalyzed by zinc chloride, to produce α,β-unsaturated alkynones. These intermediates are then converted into pyrazoles through an in-situ reaction with hydrazine. Additionally, the ionic liquid can be recovered and reused without significant loss of efficiency.
Chemical PapersChemical Engineering-General Chemical Engineering
CiteScore
3.30
自引率
4.50%
发文量
590
期刊介绍：
Chemical Papers is a peer-reviewed, international journal devoted to basic and applied chemical research. It has a broad scope covering the chemical sciences, but favors interdisciplinary research and studies that bring chemistry together with other disciplines.
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