Cheng-Cheng Wei, Yu-Mei Zhang, Yi Li, Mei-Hua Shen, Hua-Dong Xu
{"title":"Copper catalyzed cyclization of N-propargyl-N-tosyl hydrazines: Facile preparation of 1,5-disubstituted pyrazoles","authors":"Cheng-Cheng Wei, Yu-Mei Zhang, Yi Li, Mei-Hua Shen, Hua-Dong Xu","doi":"10.1016/j.tetlet.2025.155721","DOIUrl":null,"url":null,"abstract":"<div><div>A CuBr∙SMe<sub>2</sub> catalyzed intramolecular cyclization of N-tosy-N-propargyl hydrazine derivatives to form N-substituted pyrazoles was established, presumably, through a one-pot-two-step domino of 5-<em>endo</em>-dig cyclization and subsequent eliminative aromatization. Nineteen N-substituted pyrazoles were made with good to excellent yields.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"168 ","pages":"Article 155721"},"PeriodicalIF":1.5000,"publicationDate":"2025-06-23","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/S0040403925002709","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A CuBr∙SMe2 catalyzed intramolecular cyclization of N-tosy-N-propargyl hydrazine derivatives to form N-substituted pyrazoles was established, presumably, through a one-pot-two-step domino of 5-endo-dig cyclization and subsequent eliminative aromatization. Nineteen N-substituted pyrazoles were made with good to excellent yields.
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.