{"title":"烯醇硅基醚自由基酰化反应无碱合成β-二酮的可见光或日光驱动铜催化","authors":"Xun Yang, Ming-Yang Yang, Siyi Qin, Haiyan Li, Wengui Duan, Jingshu Han, Lin Yu","doi":"10.1039/d5qo00827a","DOIUrl":null,"url":null,"abstract":"A mild and sustainable method for the synthesis of β-diketones has been developed via visible-light- or sun-light-driven, copper-catalyzed acylation of enol silanes with acyl chlorides. This protocol departs from traditional two-electron pathways by employing a radical-mediated role-reversal strategy that effectively suppresses side reactions such as over-acylation and oxo-acylation. The reaction proceeds under operationally simple conditions and allows for gram-scale synthesis. Furthermore, the resulting β-diketones, as versatile synthetic intermediates, were readily converted into α-diketones, enamine derivatives and heterocyclic scaffolds.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"65 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-07-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-light or sunlight-driven copper catalysis for base-free synthesis of β-diketones via radical acylation of enol silyl ethers\",\"authors\":\"Xun Yang, Ming-Yang Yang, Siyi Qin, Haiyan Li, Wengui Duan, Jingshu Han, Lin Yu\",\"doi\":\"10.1039/d5qo00827a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A mild and sustainable method for the synthesis of β-diketones has been developed via visible-light- or sun-light-driven, copper-catalyzed acylation of enol silanes with acyl chlorides. This protocol departs from traditional two-electron pathways by employing a radical-mediated role-reversal strategy that effectively suppresses side reactions such as over-acylation and oxo-acylation. The reaction proceeds under operationally simple conditions and allows for gram-scale synthesis. Furthermore, the resulting β-diketones, as versatile synthetic intermediates, were readily converted into α-diketones, enamine derivatives and heterocyclic scaffolds.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"65 1\",\"pages\":\"\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2025-07-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo00827a\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00827a","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Visible-light or sunlight-driven copper catalysis for base-free synthesis of β-diketones via radical acylation of enol silyl ethers
A mild and sustainable method for the synthesis of β-diketones has been developed via visible-light- or sun-light-driven, copper-catalyzed acylation of enol silanes with acyl chlorides. This protocol departs from traditional two-electron pathways by employing a radical-mediated role-reversal strategy that effectively suppresses side reactions such as over-acylation and oxo-acylation. The reaction proceeds under operationally simple conditions and allows for gram-scale synthesis. Furthermore, the resulting β-diketones, as versatile synthetic intermediates, were readily converted into α-diketones, enamine derivatives and heterocyclic scaffolds.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.