{"title":"通过 HFIP 介导的烯氨酮与芳基肼的级联环化,超声辅助合成 1,5 二甲基吡唑","authors":"","doi":"10.1016/j.tetlet.2024.155277","DOIUrl":null,"url":null,"abstract":"<div><p>A simple and efficient metal-free strategy has been developed for the synthesis of 1,5-disubstituted pyrazole derivatives by using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) medium and ultrasound irradiation. The condensation reactions of β-enaminone and aromatic hydrazine have taken place at room temperature with the assistance of sonication. The protocol provides rapid access to various <em>N</em>-aryl substituted pyrazole compounds with excellent functional group tolerance and yields. Notably, the eco-friendly and cost-effective method allows the conversion within a short time and under mild conditions.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ultrasound-assisted synthesis of 1,5-disubstituted pyrazoles via HFIP-mediated cascade cyclization of enaminones with aryl hydrazine\",\"authors\":\"\",\"doi\":\"10.1016/j.tetlet.2024.155277\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A simple and efficient metal-free strategy has been developed for the synthesis of 1,5-disubstituted pyrazole derivatives by using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) medium and ultrasound irradiation. The condensation reactions of β-enaminone and aromatic hydrazine have taken place at room temperature with the assistance of sonication. The protocol provides rapid access to various <em>N</em>-aryl substituted pyrazole compounds with excellent functional group tolerance and yields. Notably, the eco-friendly and cost-effective method allows the conversion within a short time and under mild conditions.</p></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2024-08-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403924003721\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924003721","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Ultrasound-assisted synthesis of 1,5-disubstituted pyrazoles via HFIP-mediated cascade cyclization of enaminones with aryl hydrazine
A simple and efficient metal-free strategy has been developed for the synthesis of 1,5-disubstituted pyrazole derivatives by using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) medium and ultrasound irradiation. The condensation reactions of β-enaminone and aromatic hydrazine have taken place at room temperature with the assistance of sonication. The protocol provides rapid access to various N-aryl substituted pyrazole compounds with excellent functional group tolerance and yields. Notably, the eco-friendly and cost-effective method allows the conversion within a short time and under mild conditions.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.