{"title":"1O2 and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation","authors":"Rohit Kumar, Deepak, Nidhi Jain","doi":"10.1021/acs.joc.4c01994","DOIUrl":null,"url":null,"abstract":"Singlet oxygen (<sup>1</sup>O<sub>2</sub>) and base assisted conversion of β<i>-</i>enaminoesters to α-acyloxy-β-ketoesters is demonstrated under visible light irradiation. The reaction involves formation of an imine intermediate via ene-type pathway initiated by <sup>1</sup>O<sub>2</sub> followed by base promoted dimerization and hydrolysis steps. The method is mild, environmentally friendly, requires air as the oxidant, and gives the products in moderate to high yields.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3000,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c01994","RegionNum":2,"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
Singlet oxygen (1O2) and base assisted conversion of β-enaminoesters to α-acyloxy-β-ketoesters is demonstrated under visible light irradiation. The reaction involves formation of an imine intermediate via ene-type pathway initiated by 1O2 followed by base promoted dimerization and hydrolysis steps. The method is mild, environmentally friendly, requires air as the oxidant, and gives the products in moderate to high yields.
期刊介绍：
The 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.
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