{"title":"Near-Infrared-Light-Induced Iron(I) Dimer Enabled Abstraction of Ester Group from Cycloketone Oxime Esters","authors":"Xiao-Di Su, Xue-Ning Li, Qiang Liu, Zhu-Sheng Yang, Zhi-Xiang Wang, Xiang-Yu Chen","doi":"10.1021/acs.orglett.5c00701","DOIUrl":null,"url":null,"abstract":"Photoinduced dimeric metal complexes have been extensively utilized in halogen atom transfer (XAT) reactions. In this study, we successfully achieved the abstraction of ester group from cyclobutanone oxime esters via iron(I)-dimer catalysis under near-infrared (NIR) light (730 nm) excitation, enabling the efficient synthesis of cyanoalkylated alkenes, quinazolinones, and 3,3-disubstituted oxindoles. Mechanistic investigations confirmed the NIR-induced functional group abstraction process.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"26 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-03-20","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.5c00701","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
Photoinduced dimeric metal complexes have been extensively utilized in halogen atom transfer (XAT) reactions. In this study, we successfully achieved the abstraction of ester group from cyclobutanone oxime esters via iron(I)-dimer catalysis under near-infrared (NIR) light (730 nm) excitation, enabling the efficient synthesis of cyanoalkylated alkenes, quinazolinones, and 3,3-disubstituted oxindoles. Mechanistic investigations confirmed the NIR-induced functional group abstraction process.
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.