{"title":"t- buok诱导,NH3·meoh促进饱和杂环与亚砜胺的电化学C(sp3)-H胺化。","authors":"Zi-Ru Xu, Qing-Ru Zhu, Peng-Zhan Zhang, Hui Gao* and Pei-Long Wang*, ","doi":"10.1021/acs.orglett.5c02042","DOIUrl":null,"url":null,"abstract":"<p >The <i>t</i>-BuOK-induced electrochemical C(sp<sup>3</sup>)–H amination of saturated heterocycles with sulfoximines was reported. <i>t</i>-BuOK rather than dangerous peroxides was used as the precursor of the <i>tert</i>-butoxy radical, which was induced by electrochemistry; this process has not been previously reported. Notably, we found that NH<sub>3</sub>·MeOH can serve as a promoter in electrochemical oxidation reactions. This C–H/N–H cross-dehydrogenation coupling reaction produces only the green byproduct H<sub>2</sub> and has the advantages of atom economy, lack of transition metals, lack of external oxidants, and mild reaction conditions.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 29","pages":"7785–7791"},"PeriodicalIF":5.0000,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"t-BuOK-Induced, NH3·MeOH-Promoted Electrochemical C(sp3)–H Amination of Saturated Heterocycles with Sulfoximines\",\"authors\":\"Zi-Ru Xu, Qing-Ru Zhu, Peng-Zhan Zhang, Hui Gao* and Pei-Long Wang*, \",\"doi\":\"10.1021/acs.orglett.5c02042\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The <i>t</i>-BuOK-induced electrochemical C(sp<sup>3</sup>)–H amination of saturated heterocycles with sulfoximines was reported. <i>t</i>-BuOK rather than dangerous peroxides was used as the precursor of the <i>tert</i>-butoxy radical, which was induced by electrochemistry; this process has not been previously reported. Notably, we found that NH<sub>3</sub>·MeOH can serve as a promoter in electrochemical oxidation reactions. This C–H/N–H cross-dehydrogenation coupling reaction produces only the green byproduct H<sub>2</sub> and has the advantages of atom economy, lack of transition metals, lack of external oxidants, and mild reaction conditions.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 29\",\"pages\":\"7785–7791\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-07-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02042\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02042","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
t-BuOK-Induced, NH3·MeOH-Promoted Electrochemical C(sp3)–H Amination of Saturated Heterocycles with Sulfoximines
The t-BuOK-induced electrochemical C(sp3)–H amination of saturated heterocycles with sulfoximines was reported. t-BuOK rather than dangerous peroxides was used as the precursor of the tert-butoxy radical, which was induced by electrochemistry; this process has not been previously reported. Notably, we found that NH3·MeOH can serve as a promoter in electrochemical oxidation reactions. This C–H/N–H cross-dehydrogenation coupling reaction produces only the green byproduct H2 and has the advantages of atom economy, lack of transition metals, lack of external oxidants, and mild reaction conditions.
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.