Wei Chen, Run Wu, Wanxiang Wang, Haiping Zhou, Mingyue Fu
{"title":"NBS-promoted regioselective thiocyanatothiolation of alkenes with free thiols and NH<sub>4</sub>SCN.","authors":"Wei Chen, Run Wu, Wanxiang Wang, Haiping Zhou, Mingyue Fu","doi":"10.1039/d4ob02020k","DOIUrl":null,"url":null,"abstract":"<p><p>An efficient NBS-promoted three-component thiocyanatothiolation of alkenes with free thiols and NH<sub>4</sub>SCN has been developed. This protocol avoids tedious preactivation of thiols and employs a diverse range of accessible thiols directly as sulfur sources. Moreover, the reaction exhibits regioselectivity and shows high compatibility with styrenes and unactivated alkenes. Preliminary mechanism studies revealed that both a radical pathway and thiol-oxidation-coupling were involved in this protocol.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob02020k","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
NBS-promoted regioselective thiocyanatothiolation of alkenes with free thiols and NH4SCN.
An efficient NBS-promoted three-component thiocyanatothiolation of alkenes with free thiols and NH4SCN has been developed. This protocol avoids tedious preactivation of thiols and employs a diverse range of accessible thiols directly as sulfur sources. Moreover, the reaction exhibits regioselectivity and shows high compatibility with styrenes and unactivated alkenes. Preliminary mechanism studies revealed that both a radical pathway and thiol-oxidation-coupling were involved in this protocol.
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
