{"title":"Synthesis of nitrogen-containing Spirocycles via Superacid-promoted Cyclizations of imines","authors":"Mariam Mutiu Adebayo, Douglas A. Klumpp","doi":"10.1016/j.tetlet.2025.155551","DOIUrl":null,"url":null,"abstract":"<div><div>Aromatic imines were prepared from 9-fluorenone and azafluorenones and these substrates were reacted in the Brønsted superacid, triflic acid, to produce good yields of nitrogen-containing spirocycles. A mechanism is proposed involving dicationic, superelectrophilic intermediates. The resulting spirocycles may be easily functionalized at nitrogen to prepared amides, sulfonamides, and other derivatives.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"161 ","pages":"Article 155551"},"PeriodicalIF":1.5000,"publicationDate":"2025-05-15","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/S0040403925001005","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/3/27 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Aromatic imines were prepared from 9-fluorenone and azafluorenones and these substrates were reacted in the Brønsted superacid, triflic acid, to produce good yields of nitrogen-containing spirocycles. A mechanism is proposed involving dicationic, superelectrophilic intermediates. The resulting spirocycles may be easily functionalized at nitrogen to prepared amides, sulfonamides, and other derivatives.
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.