{"title":"Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid†","authors":"Zhiyong Tan , Tingting Chen , Jiayi Shen , Jinbin Zhu , Weihong Zhong , Wei Guo","doi":"10.1039/d4qo02405b","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, we disclose a novel carbonylative Suzuki–Miyaura reaction for the synthesis of diaryl ketones <em>via</em> palladium-catalyzed difluorocarbene transfer. BrCF<sub>2</sub>CO<sub>2</sub>Et was employed as a safe and effective carbonyl surrogate. CO was readily <em>in situ</em> generated from the reaction of H<sub>2</sub>O with intermediate Pd<sup>II</sup>CF<sub>2</sub>. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with yields of up to 97%. The broad substrate scope and further synthetic applications in drugs and functional compounds indicate that this carbonylative reaction is a highly appealing strategy.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 9","pages":"Pages 3004-3010"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925001329","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we disclose a novel carbonylative Suzuki–Miyaura reaction for the synthesis of diaryl ketones via palladium-catalyzed difluorocarbene transfer. BrCF2CO2Et was employed as a safe and effective carbonyl surrogate. CO was readily in situ generated from the reaction of H2O with intermediate PdIICF2. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with yields of up to 97%. The broad substrate scope and further synthetic applications in drugs and functional compounds indicate that this carbonylative reaction is a highly appealing strategy.