• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

光氧化还原催化的羧酸和硅烷参与的烯烃氢酰化反应。

Photoredox-Catalyzed Hydroacylation of Olefins Employing Carboxylic Acids and Hydrosilanes.

机构信息

State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210093, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry , Shanghai 200032, China.

出版信息

Org Lett. 2017 Jul 7;19(13):3430-3433. doi: 10.1021/acs.orglett.7b01391. Epub 2017 Jun 14.

DOI:10.1021/acs.orglett.7b01391
PMID:28612606
Abstract

A hydroacylation reaction of alkenes has been achieved employing readily available carboxylic acids as the acyl source and hydrosilanes as a hydrogen source via photoredox catalysis. The combination of both single electron transfer and hydrogen atom transfer steps has dramatically expanded new applications of carboxylic acids in organic synthesis. The protocol also features extremely mild conditions, broad substrate scope, and good functional group tolerance, affording a novel and convenient approach to hydroacylation of alkenes.

摘要

通过光氧化还原催化,利用易得的羧酸作为酰基源和硅烷作为氢源,实现了烯烃的氢酰化反应。单电子转移和氢原子转移步骤的结合极大地扩展了羧酸在有机合成中的新应用。该方案还具有非常温和的条件、广泛的底物范围和良好的官能团耐受性,为烯烃的氢酰化提供了一种新颖、方便的方法。

相似文献

1
Photoredox-Catalyzed Hydroacylation of Olefins Employing Carboxylic Acids and Hydrosilanes.光氧化还原催化的羧酸和硅烷参与的烯烃氢酰化反应。
Org Lett. 2017 Jul 7;19(13):3430-3433. doi: 10.1021/acs.orglett.7b01391. Epub 2017 Jun 14.
2
Selective reduction of carboxylic acids to aldehydes with hydrosilane via photoredox catalysis.通过光氧化还原催化,利用硅烷将羧酸选择性还原为醛。
Chem Commun (Camb). 2017 Sep 12;53(73):10228-10231. doi: 10.1039/c7cc05570f.
3
Photoredox-Catalyzed Hydroacylation of Azobenzenes with Carboxylic Acids.光氧化还原催化的偶氮苯与羧酸的氢酰化反应
Org Lett. 2024 Feb 23;26(7):1517-1521. doi: 10.1021/acs.orglett.4c00238. Epub 2024 Feb 12.
4
Visible-Light Photoredox-Catalyzed Divergent 1,2-Diacylation and Hydroacylation of Alkenes with Carboxylic Acid Anhydride.
Org Lett. 2023 Jul 21;25(28):5268-5272. doi: 10.1021/acs.orglett.3c01787. Epub 2023 Jul 6.
5
Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes.缺电子烯烃的氧化还原中性双官能化
Chemistry. 2017 Jun 1;23(31):7444-7447. doi: 10.1002/chem.201701589. Epub 2017 May 10.
6
Visible Light-Induced Hydroacylation of Benzylidenemalononitriles with Aroyl Chlorides Using Silane as a Hydrogen Donor.
J Org Chem. 2024 Jan 19;89(2):1285-1295. doi: 10.1021/acs.joc.3c02616. Epub 2024 Jan 1.
7
Visible-Light Photoredox-Catalyzed Remote Difunctionalizing Carboxylation of Unactivated Alkenes with CO.可见光光氧化还原催化的未活化烯烃与一氧化碳的远程双官能团羧基化反应
Angew Chem Int Ed Engl. 2020 Nov 16;59(47):21121-21128. doi: 10.1002/anie.202008630. Epub 2020 Sep 15.
8
Direct allylic acylation via cross-coupling involving cooperative N‑heterocyclic carbene, hydrogen atom transfer, and photoredox catalysis.通过涉及协同 N-杂环卡宾、氢原子转移和光氧化还原催化的交叉偶联进行直接烯丙基酰化。
Nat Commun. 2023 May 23;14(1):2951. doi: 10.1038/s41467-023-38743-8.
9
α-Amino Acids and Peptides as Bifunctional Reagents: Carbocarboxylation of Activated Alkenes via Recycling CO.α-氨基酸和肽作为双功能试剂:通过循环 CO 实现活化烯烃的碳羧化反应。
J Am Chem Soc. 2021 Feb 24;143(7):2812-2821. doi: 10.1021/jacs.0c11896. Epub 2021 Feb 9.
10
Photoredox-Catalyzed Acyl Lactonization of Alkenes with Aldehydes: Synthesis of Acyl Lactones.光氧化还原催化烯烃与醛的酰基内酯化反应:酰基内酯的合成。
J Org Chem. 2022 Nov 4;87(21):14194-14207. doi: 10.1021/acs.joc.2c01732. Epub 2022 Oct 20.

引用本文的文献

1
Redox-neutral and metal-free synthesis of 3-(arylmethyl)chroman-4-ones visible-light-driven alkene acylarylation.3-(芳基甲基)色满-4-酮的氧化还原中性无金属合成:可见光驱动的烯烃酰基芳基化反应
Front Chem. 2022 Oct 31;10:1059792. doi: 10.3389/fchem.2022.1059792. eCollection 2022.
2
Direct Aroylation of Olefins through a Cobalt/Photoredox-Catalyzed Decarboxylative and Dehydrogenative Coupling with α-Oxo Acids.通过钴/光氧化还原催化的脱羧和脱氢偶联与α-氧代酸反应,直接芳基化烯烃。
Chemistry. 2022 Dec 27;28(72):e202202781. doi: 10.1002/chem.202202781. Epub 2022 Nov 21.
3
Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides.
镍催化的芳基溴化物与伯烷基溴化物的交叉亲电偶联反应。
RSC Adv. 2022 Jan 26;12(6):3569-3572. doi: 10.1039/d2ra00010e. eCollection 2022 Jan 24.
4
Photochemical generation of acyl and carbamoyl radicals using a nucleophilic organic catalyst: applications and mechanism thereof.使用亲核有机催化剂光化学生成酰基和氨基甲酰基自由基:应用及其机理
Chem Sci. 2020 Jun 4;11(24):6312-6324. doi: 10.1039/d0sc02313b. eCollection 2020 Jun 28.
5
Single Electron Activation of Aryl Carboxylic Acids.芳基羧酸的单电子活化
iScience. 2020 Jul 24;23(7):101266. doi: 10.1016/j.isci.2020.101266. Epub 2020 Jun 12.
6
Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids.光氧化还原和卡宾催化协同促进羧酸合成酮。
Angew Chem Int Ed Engl. 2020 Jun 2;59(23):9143-9148. doi: 10.1002/anie.202001824. Epub 2020 Mar 24.
7
Acyl Radical Chemistry via Visible-Light Photoredox Catalysis.通过可见光光氧化还原催化的酰基自由基化学
Synthesis (Stuttg). 2019 Jan;51(2):303-333. doi: 10.1055/s-0037-1610329. Epub 2018 Dec 12.
8
A general deoxygenation approach for synthesis of ketones from aromatic carboxylic acids and alkenes.一种通用的脱氧方法,用于从芳香羧酸和烯烃合成酮。
Nat Commun. 2018 Aug 29;9(1):3517. doi: 10.1038/s41467-018-06019-1.