{"title":"Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters","authors":"Chen Chen, Lu-Yao Ding, Xiao-Xu Zhang, Guan-Shen Chen, Yan-Ping Zhu, Chunjie Ni, Bolin Zhu","doi":"10.1021/acs.orglett.5c01203","DOIUrl":null,"url":null,"abstract":"A nickel-catalyzed site-selective reductive carbonylation of arenes via aryl thianthrenium salts is described. Using Mo(CO)<sub>6</sub> as a convenient solid CO source and reductant and employing nitroarenes and sulfonyl chlorides as readily available nitrogen and sulfur sources, a range of aryl amides and aryl thioesters were successfully synthesized in moderate to good yields. The utility of this transformation is demonstrated through the synthesis of antimicrobial agents and the late-stage functionalization of biorelevant molecules.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"95 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-05-01","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.5c01203","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 nickel-catalyzed site-selective reductive carbonylation of arenes via aryl thianthrenium salts is described. Using Mo(CO)6 as a convenient solid CO source and reductant and employing nitroarenes and sulfonyl chlorides as readily available nitrogen and sulfur sources, a range of aryl amides and aryl thioesters were successfully synthesized in moderate to good yields. The utility of this transformation is demonstrated through the synthesis of antimicrobial agents and the late-stage functionalization of biorelevant molecules.
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.