钯催化硅烯醚和n-乙烯乙酰胺在二硼基碳中心自由基中的二硼基烷基化。

IF 14.1 1区 材料科学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Xiao-Yu Xie, Yi Wei, Xin-Yi Chen, Ming Li, Kai Hong
{"title":"钯催化硅烯醚和n-乙烯乙酰胺在二硼基碳中心自由基中的二硼基烷基化。","authors":"Xiao-Yu Xie, Yi Wei, Xin-Yi Chen, Ming Li, Kai Hong","doi":"10.1002/advs.202508566","DOIUrl":null,"url":null,"abstract":"<p><p>Herein, a palladium-catalyzed coupling of gem-iododiborylalkanes with electron-rich olefins to access β,β-diboryl ketones and aldehydes under mild conditions is reported. This method exhibits broad substrate scope and excellent functional group tolerance. Mechanistic studies support a distinctive pathway involving gem-diboryl carbon-centered radicals and a Pd(0)/Pd(I) catalytic cycle, without the formation of Pd(II) intermediates. This protocol provides a new platform for accessing synthetically valuable gem-diboryl carbonyl compounds and expands the reactivity profile of organoboron-based radical transformations.</p>","PeriodicalId":117,"journal":{"name":"Advanced Science","volume":" ","pages":"e08566"},"PeriodicalIF":14.1000,"publicationDate":"2025-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Palladium-Catalyzed Gem-Diborylalkylation of Silyl Enol Ethers and N-Vinylacetamide via Diboryl Carbon-Centered Radicals.\",\"authors\":\"Xiao-Yu Xie, Yi Wei, Xin-Yi Chen, Ming Li, Kai Hong\",\"doi\":\"10.1002/advs.202508566\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Herein, a palladium-catalyzed coupling of gem-iododiborylalkanes with electron-rich olefins to access β,β-diboryl ketones and aldehydes under mild conditions is reported. This method exhibits broad substrate scope and excellent functional group tolerance. Mechanistic studies support a distinctive pathway involving gem-diboryl carbon-centered radicals and a Pd(0)/Pd(I) catalytic cycle, without the formation of Pd(II) intermediates. This protocol provides a new platform for accessing synthetically valuable gem-diboryl carbonyl compounds and expands the reactivity profile of organoboron-based radical transformations.</p>\",\"PeriodicalId\":117,\"journal\":{\"name\":\"Advanced Science\",\"volume\":\" \",\"pages\":\"e08566\"},\"PeriodicalIF\":14.1000,\"publicationDate\":\"2025-07-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Advanced Science\",\"FirstCategoryId\":\"88\",\"ListUrlMain\":\"https://doi.org/10.1002/advs.202508566\",\"RegionNum\":1,\"RegionCategory\":\"材料科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Science","FirstCategoryId":"88","ListUrlMain":"https://doi.org/10.1002/advs.202508566","RegionNum":1,"RegionCategory":"材料科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

本文报道了钯催化的宝石碘二硼烷与富电子烯烃在温和条件下偶联得到β、β-二硼基酮和醛。该方法具有广泛的衬底范围和良好的官能团耐受性。机制研究支持一种独特的途径,涉及宝石-二硼基碳中心自由基和Pd(0)/Pd(I)催化循环,而不形成Pd(II)中间体。该方案为获得合成有价值的宝石-二硼羰基化合物提供了一个新的平台,并扩展了有机硼基自由基转化的反应性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Palladium-Catalyzed Gem-Diborylalkylation of Silyl Enol Ethers and N-Vinylacetamide via Diboryl Carbon-Centered Radicals.

Herein, a palladium-catalyzed coupling of gem-iododiborylalkanes with electron-rich olefins to access β,β-diboryl ketones and aldehydes under mild conditions is reported. This method exhibits broad substrate scope and excellent functional group tolerance. Mechanistic studies support a distinctive pathway involving gem-diboryl carbon-centered radicals and a Pd(0)/Pd(I) catalytic cycle, without the formation of Pd(II) intermediates. This protocol provides a new platform for accessing synthetically valuable gem-diboryl carbonyl compounds and expands the reactivity profile of organoboron-based radical transformations.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Advanced Science
Advanced Science CHEMISTRY, MULTIDISCIPLINARYNANOSCIENCE &-NANOSCIENCE & NANOTECHNOLOGY
CiteScore
18.90
自引率
2.60%
发文量
1602
审稿时长
1.9 months
期刊介绍: Advanced Science is a prestigious open access journal that focuses on interdisciplinary research in materials science, physics, chemistry, medical and life sciences, and engineering. The journal aims to promote cutting-edge research by employing a rigorous and impartial review process. It is committed to presenting research articles with the highest quality production standards, ensuring maximum accessibility of top scientific findings. With its vibrant and innovative publication platform, Advanced Science seeks to revolutionize the dissemination and organization of scientific knowledge.
×
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