{"title":"Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with Dienes and Formaldehyde via C–H Bond Activation","authors":"Priyambada Prusty, Masilamani Jeganmohan","doi":"10.1021/acs.orglett.5c00487","DOIUrl":null,"url":null,"abstract":"Here, we have demonstrated a Co(III)-catalyzed C–H functionalization of substituted pyridones with dienes and <i>para</i>-formaldehyde via a three-component sequential reaction. A library of homoallylic alcohols is synthesized with high regio- and chemoselectivity. The reaction scope is widely compatible with various substituted <i>N</i>-pyridyl-2-pyridones, butadiene, and substituted dienes. Interestingly, <i>N</i>-pyridyl-4-pyridone also participated in the reaction. The synthesized product was further converted into dihydrofuran-derived <i>N</i>-pyridyl-2-pyridone derivatives. A convincing mechanism and mechanistic investigations are described to justify the current methodology.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"57 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00487","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
Here, we have demonstrated a Co(III)-catalyzed C–H functionalization of substituted pyridones with dienes and para-formaldehyde via a three-component sequential reaction. A library of homoallylic alcohols is synthesized with high regio- and chemoselectivity. The reaction scope is widely compatible with various substituted N-pyridyl-2-pyridones, butadiene, and substituted dienes. Interestingly, N-pyridyl-4-pyridone also participated in the reaction. The synthesized product was further converted into dihydrofuran-derived N-pyridyl-2-pyridone derivatives. A convincing mechanism and mechanistic investigations are described to justify the current methodology.
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.
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