{"title":"3,5-二取代- 1h -吡唑:由n -酰基苯并三唑、炔和肼在离子液体中序贯合成","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":"{\"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}","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}
3,5-Disubstituted-1H-pyrazoles: sequential syntheses from N-acylbenzotriazoles, alkynes, and hydrazine in ionic liquid
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.