Yiyi Chen , Qisheng Chen , Shuangquan Zhang , Kun Feng , Xianqiang Kong , Xiaohui Chen , Wenjuan Li , Zhong-Yan Cao
{"title":"I2-Catalyzed benzylation of NH-sulfoximines with diarylmethanes and alkylarenes†","authors":"Yiyi Chen , Qisheng Chen , Shuangquan Zhang , Kun Feng , Xianqiang Kong , Xiaohui Chen , Wenjuan Li , Zhong-Yan Cao","doi":"10.1039/d4ob01709a","DOIUrl":null,"url":null,"abstract":"<div><div>A practical transition metal-free approach for the selective benzylation of NH-sulfoximines has been disclosed by using simple elemental iodine as the catalyst and <em>tert</em>-butyl hydroperoxide (TBHP) as the terminal oxidant. Comparing with known methods for the construction of <em>N</em>-benzylated sulfoximines, our protocol shows broad substrate scope with respect to both diarylmethanes and alkylarenes, and can be conducted in air with good functional group tolerance.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 9","pages":"Pages 2111-2114"},"PeriodicalIF":2.7000,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025000606","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
A practical transition metal-free approach for the selective benzylation of NH-sulfoximines has been disclosed by using simple elemental iodine as the catalyst and tert-butyl hydroperoxide (TBHP) as the terminal oxidant. Comparing with known methods for the construction of N-benzylated sulfoximines, our protocol shows broad substrate scope with respect to both diarylmethanes and alkylarenes, and can be conducted in air with good functional group tolerance.
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.