{"title":"Synthesis and reactivity of 4-N-alkylpyridiniumyl/4-N-alkylquinoliniumyl diazoalkanes","authors":"Cheng-Xi Li, Yi Li, Zeng-Feng Li, Ya-Xi Li, Yuan Tian, Mei-Hua Shen, Hua-Dong Xu","doi":"10.1016/j.tetlet.2025.155547","DOIUrl":null,"url":null,"abstract":"<div><div>4-(diazoalkyl)-1-alkylpyridinium and 4-(diazoalkyl)-1-alkylquinolinium salts are made from corresponding pyridinyl and quinolinyl diazoalkanes via direct N-alkylation with appropriate alkylating reagent. These novel diazoalkanes show enhanced thermal and chemical stabilities than their precursors. They can undergo [3 + 2] cycloaddition reaction and transition metal catalyzed carbenoid transformations.</div><div>2009 Elsevier Ltd. All rights reserved.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"161 ","pages":"Article 155547"},"PeriodicalIF":1.5000,"publicationDate":"2025-03-31","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/S0040403925000966","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
4-(diazoalkyl)-1-alkylpyridinium and 4-(diazoalkyl)-1-alkylquinolinium salts are made from corresponding pyridinyl and quinolinyl diazoalkanes via direct N-alkylation with appropriate alkylating reagent. These novel diazoalkanes show enhanced thermal and chemical stabilities than their precursors. They can undergo [3 + 2] cycloaddition reaction and transition metal catalyzed carbenoid transformations.
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.