{"title":"通过 C-S 交叉偶联在电化学驱动下无金属合成苄基硫醚","authors":"Ming-Qiu-Hao Fu, Yan-Hong He and Zhi Guan","doi":"10.1039/D4QO01803F","DOIUrl":null,"url":null,"abstract":"<p >Organic sulfides play a crucial role in drug discovery and organic synthesis. The construction of C–S bonds usually requires strong basic conditions, transition metal catalysis, or stoichiometric oxidizing/reducing agents. Herein, we report an electrochemically driven C–S radical–radical cross coupling for the synthesis of benzylic thioethers. This approach is applicable to various benzyl halides and disulfides, providing corresponding benzylic thioethers in moderate to excellent yields. The reaction can be conducted at room temperature in air without the need for transition metals, external reducing agents, or sacrificial anodes, making it an environmentally friendly, cost-effective, and mild synthetic strategy.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 23","pages":" 6790-6796"},"PeriodicalIF":4.7000,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Electrochemically driven metal-free synthesis of benzylic thioethers via C–S cross-coupling†\",\"authors\":\"Ming-Qiu-Hao Fu, Yan-Hong He and Zhi Guan\",\"doi\":\"10.1039/D4QO01803F\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Organic sulfides play a crucial role in drug discovery and organic synthesis. The construction of C–S bonds usually requires strong basic conditions, transition metal catalysis, or stoichiometric oxidizing/reducing agents. Herein, we report an electrochemically driven C–S radical–radical cross coupling for the synthesis of benzylic thioethers. This approach is applicable to various benzyl halides and disulfides, providing corresponding benzylic thioethers in moderate to excellent yields. The reaction can be conducted at room temperature in air without the need for transition metals, external reducing agents, or sacrificial anodes, making it an environmentally friendly, cost-effective, and mild synthetic strategy.</p>\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\" 23\",\"pages\":\" 6790-6796\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2024-10-09\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/qo/d4qo01803f\",\"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://pubs.rsc.org/en/content/articlelanding/2024/qo/d4qo01803f","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Electrochemically driven metal-free synthesis of benzylic thioethers via C–S cross-coupling†
Organic sulfides play a crucial role in drug discovery and organic synthesis. The construction of C–S bonds usually requires strong basic conditions, transition metal catalysis, or stoichiometric oxidizing/reducing agents. Herein, we report an electrochemically driven C–S radical–radical cross coupling for the synthesis of benzylic thioethers. This approach is applicable to various benzyl halides and disulfides, providing corresponding benzylic thioethers in moderate to excellent yields. The reaction can be conducted at room temperature in air without the need for transition metals, external reducing agents, or sacrificial anodes, making it an environmentally friendly, cost-effective, and mild synthetic strategy.
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.