{"title":"负载金催化剂催化吲哚的c3选择性CH硼化反应","authors":"Hiroki Miura , Miyu Chida , Tetsuya Shishido","doi":"10.1016/j.tetlet.2025.155758","DOIUrl":null,"url":null,"abstract":"<div><div>Supported Au catalysts efficiently promoted the borylation of C(sp<sup>2</sup>)–H bonds in indoles. The reaction proceeded with high regioselectivity at the C3 position, affording C3-borylated indoles in good to excellent yields. Notably, the supported Au catalysts demonstrated reusability over multiple cycles, and the reaction was readily scalable to the gram scale without loss of efficiency. Mechanistic studies suggest that the borylation proceeds via the formation of radical intermediates, generated by single electron transfer catalysis of Au nanoparticles.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155758"},"PeriodicalIF":1.5000,"publicationDate":"2025-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"C3-selective CH borylation of indoles by supported gold catalysts\",\"authors\":\"Hiroki Miura , Miyu Chida , Tetsuya Shishido\",\"doi\":\"10.1016/j.tetlet.2025.155758\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Supported Au catalysts efficiently promoted the borylation of C(sp<sup>2</sup>)–H bonds in indoles. The reaction proceeded with high regioselectivity at the C3 position, affording C3-borylated indoles in good to excellent yields. Notably, the supported Au catalysts demonstrated reusability over multiple cycles, and the reaction was readily scalable to the gram scale without loss of efficiency. Mechanistic studies suggest that the borylation proceeds via the formation of radical intermediates, generated by single electron transfer catalysis of Au nanoparticles.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"171 \",\"pages\":\"Article 155758\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-09-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925003077\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925003077","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
C3-selective CH borylation of indoles by supported gold catalysts
Supported Au catalysts efficiently promoted the borylation of C(sp2)–H bonds in indoles. The reaction proceeded with high regioselectivity at the C3 position, affording C3-borylated indoles in good to excellent yields. Notably, the supported Au catalysts demonstrated reusability over multiple cycles, and the reaction was readily scalable to the gram scale without loss of efficiency. Mechanistic studies suggest that the borylation proceeds via the formation of radical intermediates, generated by single electron transfer catalysis of Au nanoparticles.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.