{"title":"Oxytrifluoromethylselenylation of olefins with N–SeCF3 saccharin as trifluoromethylselenylated reagent","authors":"Ke-Yi Xie , Yi-Nuo Zhu , Ming-Hui Shi, Ze-Dong Wang, Cong-Cong Zhang, Zhen-Tao Wang","doi":"10.1016/j.tet.2024.134419","DOIUrl":null,"url":null,"abstract":"<div><div>This work presents a new approach for the oxytrifluoromethylselenolation of olefins using <em>N</em>–SeCF<sub>3</sub> saccharin as an electrophilic trifluoromethylselenolation reagent, alcohols as nucleophiles, and dichloromethane as the solvent. The approach employed in mild reaction conditions, free of transition metals and other additives, and showed excellent application to various substrates as well as compatibility with functional groups. A proposed mechanism was investigated by control experiments.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"171 ","pages":"Article 134419"},"PeriodicalIF":2.1000,"publicationDate":"2025-02-01","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/S0040402024006008","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
This work presents a new approach for the oxytrifluoromethylselenolation of olefins using N–SeCF3 saccharin as an electrophilic trifluoromethylselenolation reagent, alcohols as nucleophiles, and dichloromethane as the solvent. The approach employed in mild reaction conditions, free of transition metals and other additives, and showed excellent application to various substrates as well as compatibility with functional groups. A proposed mechanism was investigated by control experiments.
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.
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