Mansi Dubey, Satyanand Kumar, Ravi Kumar, Satish Kumar Awasthi
{"title":"Gold nanoparticles for selective aromatic fluorine substitution by Azide under moderate conditions: Insights and mechanistic studies via DFT","authors":"Mansi Dubey, Satyanand Kumar, Ravi Kumar, Satish Kumar Awasthi","doi":"10.1016/j.tetlet.2025.155712","DOIUrl":null,"url":null,"abstract":"<div><div>A newer method was serendipitously discovered and exploited for the synthesis of various aromatic azides. By reacting fluoro-substituted aryl derivatives with sodium azide under conventional heating in DMF and using gold nanoparticles as suitable catalysts, selective aromatic fluorine substitution via the S<sub>N</sub>Ar mechanism was achieved. This approach led to the formation of some novel aromatic azides with high yields and shorter reaction times.<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (405KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"169 ","pages":"Article 155712"},"PeriodicalIF":1.5000,"publicationDate":"2025-06-19","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/S0040403925002618","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 newer method was serendipitously discovered and exploited for the synthesis of various aromatic azides. By reacting fluoro-substituted aryl derivatives with sodium azide under conventional heating in DMF and using gold nanoparticles as suitable catalysts, selective aromatic fluorine substitution via the SNAr mechanism was achieved. This approach led to the formation of some novel aromatic azides with high yields and shorter reaction times.
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.
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