Xinqin Zhang , Qin Yang , Xiaofeng Zeng , Yang Fu , Qiuping Ding , Yiyuan Peng
{"title":"通过 FeCl3 介导的丙炔基喹唑啉-4-基醚与二硒化物的级联反应，高选择性合成含硒的 (E)-N-丙烯醇喹唑啉酮。","authors":"Xinqin Zhang , Qin Yang , Xiaofeng Zeng , Yang Fu , Qiuping Ding , Yiyuan Peng","doi":"10.1039/d4ob01498g","DOIUrl":null,"url":null,"abstract":"<div><div>An effective approach for the highly selective synthesis of selenium-containing (<em>E</em>)-<em>N</em>-propenolquinazolinones <em>via</em> 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, <em>in situ</em>, the electrophilic species PhSe[FeCl<sub>4</sub>]·6H<sub>2</sub>O, which triggers the cascade reaction.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 47","pages":"Pages 9231-9241"},"PeriodicalIF":2.7000,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via FeCl3-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\":\"<div><div>An effective approach for the highly selective synthesis of selenium-containing (<em>E</em>)-<em>N</em>-propenolquinazolinones <em>via</em> 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, <em>in situ</em>, the electrophilic species PhSe[FeCl<sub>4</sub>]·6H<sub>2</sub>O, which triggers the cascade reaction.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"22 47\",\"pages\":\"Pages 9231-9241\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-09-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S147705202400942X\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/10/16 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S147705202400942X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/16 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via FeCl3-mediated cascade reaction of propargyl quinazoline-4-yl ethers with diselenides†
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.
期刊介绍：
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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