{"title":"A Regioselective Ruthenium-Catalyzed Oxidative C–H Alkenylation of 2-Aryl-4H-Benzo[d][1,3] Oxazin-4-Ones","authors":"Sepideh Bahrami Nasab, Seyed Iman Alavioon","doi":"10.1002/aoc.70163","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>2-Aryl-<i>4H</i>-benzo[<i>d</i>][<i>1</i>,<i>3</i>]oxazin-<i>4</i>-one derivatives can be directly alkenylated with alkyl acrylates using a facile Ru (II)-catalyzed process; using Cu (OAc)<sub>2</sub>•H<sub>2</sub>O as an oxidizer through formation of a pentagon cyclic complex of imine-Ru (II) for C–H activation is described. The unique catalytic reaction is well matched with miscellaneous olefins such as vinyl ketones, acrylonitrile, and acrylates. The aryl rings bearing electronically diverse substituents tolerated the reaction conditions to provide ortho-alkenylation products in high regioselectivities and admissible yields.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 6","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2025-05-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Applied Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/aoc.70163","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
2-Aryl-4H-benzo[d][1,3]oxazin-4-one derivatives can be directly alkenylated with alkyl acrylates using a facile Ru (II)-catalyzed process; using Cu (OAc)2•H2O as an oxidizer through formation of a pentagon cyclic complex of imine-Ru (II) for C–H activation is described. The unique catalytic reaction is well matched with miscellaneous olefins such as vinyl ketones, acrylonitrile, and acrylates. The aryl rings bearing electronically diverse substituents tolerated the reaction conditions to provide ortho-alkenylation products in high regioselectivities and admissible yields.
期刊介绍:
All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.