{"title":"Molybdenum-Mediated Reductive <i>ortho</i>-Alkylation of Nitroarenes with Alcohols.","authors":"Yu-Qing Wang, Ying Tang, Wen-Mei Luo, Wei-Feng Wang, Jin-Bao Peng","doi":"10.1021/acs.orglett.4c03778","DOIUrl":null,"url":null,"abstract":"<p><p>A molybdenum-mediated reductive <i>ortho</i>-alkylation of nitroarenes with alcohols for the synthesis of <i>ortho</i>-alkylated anilines has been developed. Using Mo(CO)<sub>6</sub> as both the reductant and the catalyst, a range of <i>ortho</i>-alkyl-substituted anilines were prepared from nitroarenes and alcohols. Preliminary mechanistic studies indicate that nitroarenes were reduced by Mo(CO)<sub>6</sub> to aniline in the presence of H<sub>2</sub>O, while an oxidized Mo species catalyzed the alkylation portion of this reaction.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":null,"pages":null},"PeriodicalIF":4.9000,"publicationDate":"2024-11-05","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.4c03778","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
A molybdenum-mediated reductive ortho-alkylation of nitroarenes with alcohols for the synthesis of ortho-alkylated anilines has been developed. Using Mo(CO)6 as both the reductant and the catalyst, a range of ortho-alkyl-substituted anilines were prepared from nitroarenes and alcohols. Preliminary mechanistic studies indicate that nitroarenes were reduced by Mo(CO)6 to aniline in the presence of H2O, while an oxidized Mo species catalyzed the alkylation portion of this reaction.
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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