{"title":"Photoredox Assisted Net-Neutral Radical-Polar Crossover α-Acylation of Enol Acetates with Acyl Chlorides: Access to 1,3-Diketones","authors":"Rohit Kumar, Harsha, Nidhi Jain","doi":"10.1002/adsc.202500007","DOIUrl":null,"url":null,"abstract":"<p>We report a photoredox assisted <i>α</i>-acylation of enol acetates with acyl chlorides using catalytic amount of Ir(ppy)<sub>3</sub>. The reaction proceeds <i>via</i> net-redox neutral radical-polar crossover pathway and furnishes 1,3-diketones in moderate to high yields under mild conditions without an external oxidant. The application of this method is demonstrated in the synthesis of Avobenzone (main ingredient in sunscreens), one-pot synthesis of anti-bacterial 4<i>H</i>-1,4-benzothiazines and organic-laser dye boron difluoride hemicurcuminoid complex.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 10","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202500007","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
We report a photoredox assisted α-acylation of enol acetates with acyl chlorides using catalytic amount of Ir(ppy)3. The reaction proceeds via net-redox neutral radical-polar crossover pathway and furnishes 1,3-diketones in moderate to high yields under mild conditions without an external oxidant. The application of this method is demonstrated in the synthesis of Avobenzone (main ingredient in sunscreens), one-pot synthesis of anti-bacterial 4H-1,4-benzothiazines and organic-laser dye boron difluoride hemicurcuminoid complex.
期刊介绍：
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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