Cong Huang, Zhen-Zhen Xie, Jie Gao, Mei Xiang, Hao-Yue Xiang, Kai Chen, Hua Yang
{"title":"Photosensitized Imino-Thiocyanation of Alkenes","authors":"Cong Huang, Zhen-Zhen Xie, Jie Gao, Mei Xiang, Hao-Yue Xiang, Kai Chen, Hua Yang","doi":"10.1021/acs.orglett.5c00285","DOIUrl":null,"url":null,"abstract":"A metal-free photosensitized 1,2-imino-thiocyanation of olefins has been established by using the easily accessible bifunctional reagent <i>S</i>-cyano-<i>N</i>-(diphenylmethylene) thiohydroxylamine. A wide range of olefins were successfully transformed into the corresponding β-iminothiocyanates in moderate to high yields. This protocol stands out for its metal-free nature, broad substrate compatibility, and high atom and step economy, providing an effective strategy for assembling β-amino thiocyanate-containing scaffolds.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"85 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00285","RegionNum":1,"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 metal-free photosensitized 1,2-imino-thiocyanation of olefins has been established by using the easily accessible bifunctional reagent S-cyano-N-(diphenylmethylene) thiohydroxylamine. A wide range of olefins were successfully transformed into the corresponding β-iminothiocyanates in moderate to high yields. This protocol stands out for its metal-free nature, broad substrate compatibility, and high atom and step economy, providing an effective strategy for assembling β-amino thiocyanate-containing scaffolds.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.