Palladium-Catalyzed Difluorocarbene Transfer Synthesis of Diaryl Ketones from Iodoarene and Arylboronic Acid

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC
Zhiyong Tan, Tingting Chen, Jiayi Shen, Jinbin Zhu, Weihong Zhong, Wei Guo
{"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":"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. The CO was readily in situ generated from the reaction of H2O with intermediate PdII=CF2. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with the yield up to 97%. The broad substrate scope and further synthetic application in drugs and functional compounds represent that this carbonylative reaction is a highly appealing strategy.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"30 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo02405b","RegionNum":1,"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

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. The CO was readily in situ generated from the reaction of H2O with intermediate PdII=CF2. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with the yield up to 97%. The broad substrate scope and further synthetic application in drugs and functional compounds represent that this carbonylative reaction is a highly appealing strategy.
在此,我们揭示了一种通过钯催化二氟碳转移合成二芳基酮的新型羰基化 Suzukii-Miyaura 反应。BrCF2CO2Et 被用作安全有效的羰基替代物。CO 很容易从 H2O 与中间体 PdII=CF2 的反应中就地生成。目前的方案为合成一系列二芳基酮提供了一种实用高效的方法,收率高达 97%。广泛的底物范围以及在药物和功能化合物中的进一步合成应用表明,这种羰基化反应是一种极具吸引力的策略。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信