{"title":"A pyridine-promoted umpolung strategy for the α-amination of styrenes <i>via</i> pyridinium salt intermediates.","authors":"Weibin Fan, Shahid Ali, Xiaozhong Wang, Liyan Dai, Jianhai Yang, Jia Guo","doi":"10.1039/d5ob01405k","DOIUrl":null,"url":null,"abstract":"<p><p>Pyridine acts as a novel catalyst, promoting the umpolung α-amination of styrenes. Umpolung of α-C in styrenes is achieved by the formation of (α-phenylvinyl)pyridinium, and depyridination will give the α-amination products. 23 α-amination products are synthesized by this strategy. The reaction mechanism is analysed by DFT theoretical calculations.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5ob01405k","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Pyridine acts as a novel catalyst, promoting the umpolung α-amination of styrenes. Umpolung of α-C in styrenes is achieved by the formation of (α-phenylvinyl)pyridinium, and depyridination will give the α-amination products. 23 α-amination products are synthesized by this strategy. The reaction mechanism is analysed by DFT theoretical calculations.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.