Rhodium-Catalyzed C–H Heteroarylation and Alkenylation of N-Phenoxyacetamides Using Iodonium Ylides

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Wenqian Ding, , , Wanqi Hu, , , Weiqi Liu, , and , Xiaowei Wu*, 
{"title":"Rhodium-Catalyzed C–H Heteroarylation and Alkenylation of N-Phenoxyacetamides Using Iodonium Ylides","authors":"Wenqian Ding,&nbsp;, ,&nbsp;Wanqi Hu,&nbsp;, ,&nbsp;Weiqi Liu,&nbsp;, and ,&nbsp;Xiaowei Wu*,&nbsp;","doi":"10.1021/acs.joc.5c00858","DOIUrl":null,"url":null,"abstract":"<p >Herein, we describe a rhodium-catalyzed monoheteroarylation and alkenylation of <i>N-</i>phenoxyacetamides using iodonium ylides derived from cyclo-1,3-diones. This approach efficiently delivers novel heteroarylated and alkenylated products under mild reaction conditions. The protocol showcases good functional group tolerance and a wide substrate scope. Furthermore, this allows for smooth scale-up synthesis. Additional transformation experiments were conducted to highlight the potential synthetic utility of this methodology.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 41","pages":"14373–14382"},"PeriodicalIF":3.6000,"publicationDate":"2025-10-06","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://pubs.acs.org/doi/10.1021/acs.joc.5c00858","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

Herein, we describe a rhodium-catalyzed monoheteroarylation and alkenylation of N-phenoxyacetamides using iodonium ylides derived from cyclo-1,3-diones. This approach efficiently delivers novel heteroarylated and alkenylated products under mild reaction conditions. The protocol showcases good functional group tolerance and a wide substrate scope. Furthermore, this allows for smooth scale-up synthesis. Additional transformation experiments were conducted to highlight the potential synthetic utility of this methodology.

Abstract Image

铑催化n -苯氧乙酰胺异芳基化和烯基化的碘酰化反应。
在这里,我们描述了铑催化的n -苯氧乙酰胺的单杂芳基化和烯基化,使用由环-1,3-二酮衍生的碘酰化。这种方法在温和的反应条件下有效地提供新的杂芳化和烯基化产物。该方案显示出良好的官能团耐受性和广泛的底物范围。此外,这允许平滑的放大合成。进行了额外的转换实验,以突出该方法的潜在综合效用。
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
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
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.
×
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:604180095
Book学术官方微信