{"title":"镍催化C-N键活化吡啶的还原烷基化反应","authors":"Ya-Xin Yu, Jia-Fan Qiao, Tian-Zhang Wang, Yu-Qiu Guan and Yu-Feng Liang*, ","doi":"10.1021/acs.orglett.5c0141810.1021/acs.orglett.5c01418","DOIUrl":null,"url":null,"abstract":"<p >In this work, we utilized 2-pyridylpyridones as substrates for a reductive transformation with alkyl bromides via C–N bond activation through a Ni-catalyzed cross-electrophile coupling platform to efficiently construct 2-alkylpyridines at room temperature. The reaction allowed the use of a variety of sensitive electronic substituents on both coupling agents. Yields up to 95% can be achieved using a wide array of pyridylpyridones as pyridyl precursors. In addition, applications in the late-stage functionalization of natural products and drugs enhanced its potential.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 21","pages":"5452–5457 5452–5457"},"PeriodicalIF":5.0000,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Nickel-Catalyzed Reductive Alkylation of Pyridines via C–N Bond Activation\",\"authors\":\"Ya-Xin Yu, Jia-Fan Qiao, Tian-Zhang Wang, Yu-Qiu Guan and Yu-Feng Liang*, \",\"doi\":\"10.1021/acs.orglett.5c0141810.1021/acs.orglett.5c01418\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >In this work, we utilized 2-pyridylpyridones as substrates for a reductive transformation with alkyl bromides via C–N bond activation through a Ni-catalyzed cross-electrophile coupling platform to efficiently construct 2-alkylpyridines at room temperature. The reaction allowed the use of a variety of sensitive electronic substituents on both coupling agents. Yields up to 95% can be achieved using a wide array of pyridylpyridones as pyridyl precursors. In addition, applications in the late-stage functionalization of natural products and drugs enhanced its potential.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 21\",\"pages\":\"5452–5457 5452–5457\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-15\",\"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.5c01418\",\"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 Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c01418","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Nickel-Catalyzed Reductive Alkylation of Pyridines via C–N Bond Activation
In this work, we utilized 2-pyridylpyridones as substrates for a reductive transformation with alkyl bromides via C–N bond activation through a Ni-catalyzed cross-electrophile coupling platform to efficiently construct 2-alkylpyridines at room temperature. The reaction allowed the use of a variety of sensitive electronic substituents on both coupling agents. Yields up to 95% can be achieved using a wide array of pyridylpyridones as pyridyl precursors. In addition, applications in the late-stage functionalization of natural products and drugs enhanced its potential.
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.