{"title":"FeCl3-catalyzed oxidative diselenylation of pyrrole-tethered indoles†","authors":"Jing Zhou , Xue Sheng , Man Jiang , Hai-Lei Cui","doi":"10.1039/d4ob01929f","DOIUrl":null,"url":null,"abstract":"<div><div>A mild and efficient FeCl<sub>3</sub>-catalyzed oxidative diselenylation of pyrrole-tethered indoles has been achieved by using RSeSeR as the source of selenium and <em>m</em>-chloroperoxybenzoic acid (<em>m</em>CPBA) as the oxidant (17–70% yields). In addition, this selenylation reaction system can be expanded to the functionalization of tryptophan derivatives and melatonin at the C-2 position of the indole moiety (55–58% yields).</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 9","pages":"Pages 2254-2262"},"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/S147705202500062X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/22 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A mild and efficient FeCl3-catalyzed oxidative diselenylation of pyrrole-tethered indoles has been achieved by using RSeSeR as the source of selenium and m-chloroperoxybenzoic acid (mCPBA) as the oxidant (17–70% yields). In addition, this selenylation reaction system can be expanded to the functionalization of tryptophan derivatives and melatonin at the C-2 position of the indole moiety (55–58% yields).
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.
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