Highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via FeCl3-mediated cascade reaction of propargyl quinazoline-4-yl ethers with diselenides.
{"title":"Highly selective synthesis of selenium-containing (<i>E</i>)-<i>N</i>-propenolquinazolinones <i>via</i> FeCl<sub>3</sub>-mediated cascade reaction of propargyl quinazoline-4-yl ethers with diselenides.","authors":"Xinqin Zhang, Qin Yang, Xiaofeng Zeng, Yang Fu, Qiuping Ding, Yiyuan Peng","doi":"10.1039/d4ob01498g","DOIUrl":null,"url":null,"abstract":"<p><p>An effective approach for the highly selective synthesis of selenium-containing (<i>E</i>)-<i>N</i>-propenolquinazolinones <i>via</i> an FeCl<sub>3</sub>·6H<sub>2</sub>O mediated cascade reaction of propargyl quinazoline-4-yl ethers and diselenides has been developed. Mechanistic investigations revealed that the reaction of FeCl<sub>3</sub> and (PhSe)<sub>2</sub> generates, <i>in situ</i>, the electrophilic species PhSe[FeCl<sub>4</sub>]·6H<sub>2</sub>O, which triggers the cascade reaction.</p>","PeriodicalId":2,"journal":{"name":"ACS Applied Bio Materials","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Applied Bio Materials","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01498g","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MATERIALS SCIENCE, BIOMATERIALS","Score":null,"Total":0}
引用次数: 0
Abstract
An effective approach for the highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via an FeCl3·6H2O mediated cascade reaction of propargyl quinazoline-4-yl ethers and diselenides has been developed. Mechanistic investigations revealed that the reaction of FeCl3 and (PhSe)2 generates, in situ, the electrophilic species PhSe[FeCl4]·6H2O, which triggers the cascade reaction.