{"title":"Iridium-catalyzed reduction of <i>o</i>-hydroxyl phenyl enaminones for the synthesis of propiophenones and their application in 3-methyl chromone synthesis.","authors":"Zhi Tu, Jie-Ping Wan, Li Wei, Yunyun Liu","doi":"10.1039/d4ob01359j","DOIUrl":null,"url":null,"abstract":"<p><p>A method of reducing <i>o</i>-hydroxyphenyl enaminones with silane as the reductant to provide <i>o</i>-hydroxyl propiophenones has been achieved with iridium catalysis. The reduction reactions were found to proceed <i>via</i> the assistance of the hydroxyl group in the phenyl ring. In addition, the <i>o</i>-hydroxyl propiophenone products were used for the easy synthesis of 3-methyl chromones by directly incorporating <i>N</i>,<i>N</i>-dimethyl formamide dimethyl acetal (DMF-DMA) without using any catalyst.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01359j","RegionNum":3,"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 method of reducing o-hydroxyphenyl enaminones with silane as the reductant to provide o-hydroxyl propiophenones has been achieved with iridium catalysis. The reduction reactions were found to proceed via the assistance of the hydroxyl group in the phenyl ring. In addition, the o-hydroxyl propiophenone products were used for the easy synthesis of 3-methyl chromones by directly incorporating N,N-dimethyl formamide dimethyl acetal (DMF-DMA) without using any catalyst.