{"title":"Nickel/Photo-Cocatalyzed Cross-Coupling of Enol Silyl Ethers with α-Trifluoromethyl Bromides to Access β-CF3-Substituted Ketones","authors":"Yan Jiang, Youzhi Liao, Yi Zhao and Fei Pan*, ","doi":"10.1021/acs.orglett.4c0422010.1021/acs.orglett.4c04220","DOIUrl":null,"url":null,"abstract":"<p >Herein, we introduce a nickel-photocatalyzed cross-coupling reaction between enol silyl ethers and CF<sub>3</sub>-substituted alkyl bromides. This method provides a streamlined approach for synthesizing a wide array of structurally diverse β-CF<sub>3</sub>-substituted ketones, achieving favorable yields under mild conditions. The practicality of this methodology is further underscored by its successful application in the late-stage functionalization of various pharmaceuticals and natural products.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 6","pages":"1344–1349 1344–1349"},"PeriodicalIF":5.0000,"publicationDate":"2025-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.4c04220","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we introduce a nickel-photocatalyzed cross-coupling reaction between enol silyl ethers and CF3-substituted alkyl bromides. This method provides a streamlined approach for synthesizing a wide array of structurally diverse β-CF3-substituted ketones, achieving favorable yields under mild conditions. The practicality of this methodology is further underscored by its successful application in the late-stage functionalization of various pharmaceuticals and natural products.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.