Xiao-Hui Fu, Juan Liao, Zhen-Hua Wang, Zhen-Zhen Ge, Ming-Qiang Zhou, Yong You, Yan-Ping Zhang, Jian-Qiang Zhao, Ji-Hong Lu and Wei-Cheng Yuan
{"title":"A palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones: access to ten-membered N,O-containing heterocycles†","authors":"Xiao-Hui Fu, Juan Liao, Zhen-Hua Wang, Zhen-Zhen Ge, Ming-Qiang Zhou, Yong You, Yan-Ping Zhang, Jian-Qiang Zhao, Ji-Hong Lu and Wei-Cheng Yuan","doi":"10.1039/D4QO00609G","DOIUrl":null,"url":null,"abstract":"<p >This study describes a palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones. The cyclization between aza-π-allylpalladium and oxa-π-allylpalladium intermediates, both <em>in situ</em> generated from vinyloxazolidine-2,4-diones, is successfully realized to produce a series of ten-membered N,O-containing heterocycles in up to 90% yield. This work represents a pioneering application of vinyloxazolidine-2,4-diones as oxa-π-allylpalladium species precursors for the construction of heterocyclic compounds.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/qo/d4qo00609g","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
This study describes a palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones. The cyclization between aza-π-allylpalladium and oxa-π-allylpalladium intermediates, both in situ generated from vinyloxazolidine-2,4-diones, is successfully realized to produce a series of ten-membered N,O-containing heterocycles in up to 90% yield. This work represents a pioneering application of vinyloxazolidine-2,4-diones as oxa-π-allylpalladium species precursors for the construction of heterocyclic compounds.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
