{"title":"Disulfide-mediated ruthenium-catalyzed direct C–H thiolation in benzoxazinone systems: selective synthesis of ortho-thiolated 2-arylbenzoxazinones†","authors":"Debabrata Patra , Mohabul Alam Mondal , Amit Saha","doi":"10.1039/d4ob02023e","DOIUrl":null,"url":null,"abstract":"<div><div>2-Arylbenzoxazinone undergoes direct <em>ortho</em>-C–H thiolation by using diaryl disulfide in the presence of a Ru(<span>ii</span>)–phosphine catalytic system and an Ag additive. The protocol has been generalized with benzoxazinone substrates having different substituents and a series of disulfides. <em>ortho</em>-Selenylation has also been performed successfully using diphenyl diselenide under similar catalytic conditions. Based on control experiments and reported literature studies, a probable mechanistic pathway has been suggested.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 9","pages":"Pages 2229-2234"},"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/S147705202500059X","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
2-Arylbenzoxazinone undergoes direct ortho-C–H thiolation by using diaryl disulfide in the presence of a Ru(ii)–phosphine catalytic system and an Ag additive. The protocol has been generalized with benzoxazinone substrates having different substituents and a series of disulfides. ortho-Selenylation has also been performed successfully using diphenyl diselenide under similar catalytic conditions. Based on control experiments and reported literature studies, a probable mechanistic pathway has been suggested.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
