宝石双硼光诱导组装不同同丙烯基硼酸盐

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Tangfeng Yao, Chenchen Zhao, Chaokun Li, Qiuling Song
{"title":"宝石双硼光诱导组装不同同丙烯基硼酸盐","authors":"Tangfeng Yao, Chenchen Zhao, Chaokun Li, Qiuling Song","doi":"10.1021/acs.orglett.5c00259","DOIUrl":null,"url":null,"abstract":"In comparison to alkyl monoboron or 1,2-diboron, which can generate alkyl radicals via tetracoordinate boron species under photocatalytic conditions, the participation of <i>gem</i>-diborons as substrates in such reactions remains to be developed. Herein, we report a method utilizing <i>gem</i>-diborons as starting materials to generate α-boryl radicals, which then react with various olefins, successfully and efficiently constructing a diverse range of high-value homoallylic boronates; meanwhile, the <i>gem</i>-difluorohomoallylic skeletons could also be smoothly obtained. This transformation demonstrates broad substrate scope and excellent tolerance toward functional groups, enhancing the utility of <i>gem</i>-diboron as precursors for C–C bond construction and the production of valuable products.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"53 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoinduced Assembly of Diverse Homoallylic Boronates from gem-Diborons\",\"authors\":\"Tangfeng Yao, Chenchen Zhao, Chaokun Li, Qiuling Song\",\"doi\":\"10.1021/acs.orglett.5c00259\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"In comparison to alkyl monoboron or 1,2-diboron, which can generate alkyl radicals via tetracoordinate boron species under photocatalytic conditions, the participation of <i>gem</i>-diborons as substrates in such reactions remains to be developed. Herein, we report a method utilizing <i>gem</i>-diborons as starting materials to generate α-boryl radicals, which then react with various olefins, successfully and efficiently constructing a diverse range of high-value homoallylic boronates; meanwhile, the <i>gem</i>-difluorohomoallylic skeletons could also be smoothly obtained. This transformation demonstrates broad substrate scope and excellent tolerance toward functional groups, enhancing the utility of <i>gem</i>-diboron as precursors for C–C bond construction and the production of valuable products.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"53 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-03-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c00259\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00259","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

摘要

与在光催化条件下通过四配位硼生成烷基自由基的烷基单硼或1,2-二硼相比,宝石二硼作为底物参与这类反应仍有待开发。在此,我们报告了一种利用宝石二硼作为起始材料生成α-硼基自由基的方法,然后与各种烯烃反应,成功有效地构建了各种高价值的均烯丙基硼酸盐;同时,还可以顺利地获得宝石-二氟均烯丙基骨架。这种转变显示出广泛的底物范围和对官能团的良好耐受性,增强了宝石二硼作为C-C键构建和生产有价值产品的前体的效用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Photoinduced Assembly of Diverse Homoallylic Boronates from gem-Diborons

Photoinduced Assembly of Diverse Homoallylic Boronates from gem-Diborons
In comparison to alkyl monoboron or 1,2-diboron, which can generate alkyl radicals via tetracoordinate boron species under photocatalytic conditions, the participation of gem-diborons as substrates in such reactions remains to be developed. Herein, we report a method utilizing gem-diborons as starting materials to generate α-boryl radicals, which then react with various olefins, successfully and efficiently constructing a diverse range of high-value homoallylic boronates; meanwhile, the gem-difluorohomoallylic skeletons could also be smoothly obtained. This transformation demonstrates broad substrate scope and excellent tolerance toward functional groups, enhancing the utility of gem-diboron as precursors for C–C bond construction and the production of valuable products.
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
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
×
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