{"title":"烷基烯从硝基到亚胺碘的转移反应","authors":"Noriko Okamoto, Haruto Ogino, Takuya Sueda","doi":"10.1016/j.tetlet.2025.155558","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, we report a reaction involving alkylidene transfer from nitrones to iminoiodanes. The alkylidene moiety is transferred from the nitrone to the imido group of the iminoiodane accompanied by cleavage of the nitrone C<img>N bond to deliver a nitroso compound and an imine. When an excess of the iminoiodane is used at higher temperature, the iminoiodane reacts with the nitroso compound to form an azoxy sulfone. We also found that an azomethine imine can be used as an alkylidene transfer agent.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"161 ","pages":"Article 155558"},"PeriodicalIF":1.5000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Alkylidene transfer reactions from nitrones to iminoiodanes\",\"authors\":\"Noriko Okamoto, Haruto Ogino, Takuya Sueda\",\"doi\":\"10.1016/j.tetlet.2025.155558\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Herein, we report a reaction involving alkylidene transfer from nitrones to iminoiodanes. The alkylidene moiety is transferred from the nitrone to the imido group of the iminoiodane accompanied by cleavage of the nitrone C<img>N bond to deliver a nitroso compound and an imine. When an excess of the iminoiodane is used at higher temperature, the iminoiodane reacts with the nitroso compound to form an azoxy sulfone. We also found that an azomethine imine can be used as an alkylidene transfer agent.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"161 \",\"pages\":\"Article 155558\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-04-04\",\"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/S0040403925001078\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925001078","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Alkylidene transfer reactions from nitrones to iminoiodanes
Herein, we report a reaction involving alkylidene transfer from nitrones to iminoiodanes. The alkylidene moiety is transferred from the nitrone to the imido group of the iminoiodane accompanied by cleavage of the nitrone CN bond to deliver a nitroso compound and an imine. When an excess of the iminoiodane is used at higher temperature, the iminoiodane reacts with the nitroso compound to form an azoxy sulfone. We also found that an azomethine imine can be used as an alkylidene transfer agent.
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.