{"title":"Ph<sub>3</sub>P═O-Catalyzed Reductive Deoxygenation of Alcohols.","authors":"Qiang Li, Yu Sun, Mu-Xian Fu, Jin-Hong Lin, Ji-Chang Xiao","doi":"10.1021/acs.joc.4c01847","DOIUrl":null,"url":null,"abstract":"<p><p>Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C-OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph<sub>3</sub>P═O-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH<sub>3</sub> under an air atmosphere within 30 min of reaction time. The use of catalytic loading of Ph<sub>3</sub>P═O enhances the practicality of this protocol.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":"16022-16027"},"PeriodicalIF":3.3000,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c01847","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/11 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C-OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph3P═O-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH3 under an air atmosphere within 30 min of reaction time. The use of catalytic loading of Ph3P═O enhances the practicality of this protocol.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.