{"title":"咪唑介导的N-(氟磺酰基)恶唑烷酮的去氟磺化,有机碘(I/III)催化氧化胺化","authors":"Hiroto Kimura , Takuya Hashimoto","doi":"10.1016/j.tet.2025.134611","DOIUrl":null,"url":null,"abstract":"<div><div>Oxazolidinones are used as drug motifs and chiral auxiliaries in synthetic organic chemistry. We report herein an imidazole-mediated deprotection of N-(fluorosulfonyl)oxazolidinones to N-unprotected oxazolidinones. Given the accessibility of enantioenriched N-(fluorosulfonyl)oxazolidinones via our organoiodine-catalyzed enantioselective oxyamination of alkenes, this procedure offers a new and robust method to generate valuable oxazolidinone scaffolds.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"178 ","pages":"Article 134611"},"PeriodicalIF":2.1000,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Imidazole-mediated defluorosulfonylation of N-(fluorosulfonyl)oxazolidinones accessed by an organoiodine(I/III)-catalyzed oxyamination\",\"authors\":\"Hiroto Kimura , Takuya Hashimoto\",\"doi\":\"10.1016/j.tet.2025.134611\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Oxazolidinones are used as drug motifs and chiral auxiliaries in synthetic organic chemistry. We report herein an imidazole-mediated deprotection of N-(fluorosulfonyl)oxazolidinones to N-unprotected oxazolidinones. Given the accessibility of enantioenriched N-(fluorosulfonyl)oxazolidinones via our organoiodine-catalyzed enantioselective oxyamination of alkenes, this procedure offers a new and robust method to generate valuable oxazolidinone scaffolds.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"178 \",\"pages\":\"Article 134611\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-03-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040202500167X\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040202500167X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Imidazole-mediated defluorosulfonylation of N-(fluorosulfonyl)oxazolidinones accessed by an organoiodine(I/III)-catalyzed oxyamination
Oxazolidinones are used as drug motifs and chiral auxiliaries in synthetic organic chemistry. We report herein an imidazole-mediated deprotection of N-(fluorosulfonyl)oxazolidinones to N-unprotected oxazolidinones. Given the accessibility of enantioenriched N-(fluorosulfonyl)oxazolidinones via our organoiodine-catalyzed enantioselective oxyamination of alkenes, this procedure offers a new and robust method to generate valuable oxazolidinone scaffolds.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.