• 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

钌电催化多米诺三组分炔烃环化反应用于便捷合成异喹啉

Ruthenaelectro-Catalyzed Domino Three-Component Alkyne Annulation for Expedient Isoquinoline Assembly.

作者信息

Tan Xuefeng, Hou Xiaoyan, Rogge Torben, Ackermann Lutz

机构信息

Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

Wöhler Research Institute for Sustainable Chemistry, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

出版信息

Angew Chem Int Ed Engl. 2021 Feb 23;60(9):4619-4624. doi: 10.1002/anie.202014289. Epub 2021 Jan 18.

DOI:10.1002/anie.202014289
PMID:33270973
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7985882/
Abstract

The electrochemical three-component assembly of isoquinolines has been accomplished by ruthenaelectro-catalyzed C-H/N-H functionalization. The robustness of the electrocatalysis was reflected by an ample substrate scope, an efficient electrooxidation, and an operationally friendly procedure. The isolation of key intermediates and detailed mechanistic studies, including unprecedented cyclovoltammetric analysis of a seven-membered ruthenacycle, provided support for an unusual ruthenium(II/III/I) regime.

摘要

异喹啉的电化学三组分组装已通过钌电催化的C-H/N-H官能团化实现。电催化的稳健性体现在广泛的底物范围、高效的电氧化以及操作简便的过程中。关键中间体的分离和详细的机理研究，包括对七元钌环前所未有的循环伏安分析，为一种不寻常的钌（II/III/I）体系提供了支持。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/e557a42a419a/ANIE-60-4619-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/3b95dffe61e6/ANIE-60-4619-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/914d2c4c93a2/ANIE-60-4619-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/495a52463453/ANIE-60-4619-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/f3c2e91e85cf/ANIE-60-4619-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/eab373629525/ANIE-60-4619-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/fc7f88c58cfd/ANIE-60-4619-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/21112077bfd2/ANIE-60-4619-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/d07a39bfcc12/ANIE-60-4619-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/e557a42a419a/ANIE-60-4619-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/3b95dffe61e6/ANIE-60-4619-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/914d2c4c93a2/ANIE-60-4619-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/495a52463453/ANIE-60-4619-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/f3c2e91e85cf/ANIE-60-4619-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/eab373629525/ANIE-60-4619-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/fc7f88c58cfd/ANIE-60-4619-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/21112077bfd2/ANIE-60-4619-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/d07a39bfcc12/ANIE-60-4619-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/e557a42a419a/ANIE-60-4619-g008.jpg

相似文献

1
Ruthenaelectro-Catalyzed Domino Three-Component Alkyne Annulation for Expedient Isoquinoline Assembly.钌电催化多米诺三组分炔烃环化反应用于便捷合成异喹啉
Angew Chem Int Ed Engl. 2021 Feb 23;60(9):4619-4624. doi: 10.1002/anie.202014289. Epub 2021 Jan 18.
2
Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.氮杂钌（II）-双环[3.2.0]庚二烯：钌（II/III/I）催化炔烃环化反应的关键中间体。
Angew Chem Int Ed Engl. 2020 Jun 26;59(27):11130-11135. doi: 10.1002/anie.202000762. Epub 2020 May 12.
3
Electrooxidative Ruthenium-Catalyzed C-H/O-H Annulation by Weak O-Coordination.通过弱氧配位实现的电氧化钌催化的C-H/O-H环化反应
Angew Chem Int Ed Engl. 2018 May 14;57(20):5818-5822. doi: 10.1002/anie.201802748. Epub 2018 Apr 23.
4
Electrooxidative Rhodium-Catalyzed [5+2] Annulations via C-H/O-H Activations.通过C-H/O-H活化实现的电氧化铑催化[5+2]环化反应
Angew Chem Int Ed Engl. 2021 Mar 15;60(12):6419-6424. doi: 10.1002/anie.202016895. Epub 2021 Feb 8.
5
Ruthenium(IV) Intermediates in C-H Activation/Annulation by Weak O-Coordination.弱 O-配位促进的 C-H 活化/环化反应中的钌(IV)中间体。
Chemistry. 2018 Nov 7;24(62):16548-16552. doi: 10.1002/chem.201804734. Epub 2018 Oct 18.
6
Distal Ruthenaelectro-Catalyzed meta-C-H Bromination with Aqueous HBr.钌远端电催化的间位碳氢键与氢溴酸水溶液的溴化反应
Angew Chem Int Ed Engl. 2022 May 9;61(20):e202201595. doi: 10.1002/anie.202201595. Epub 2022 Mar 16.
7
Electrochemical ruthenium-catalyzed alkyne annulations by C-H/Het-H activation of aryl carbamates or phenols in protic media.电化学钌催化炔烃环化反应通过在质子介质中芳基氨基甲酸酯或酚的 C-H/Het-H 活化。
Chem Commun (Camb). 2018 Nov 13;54(91):12879-12882. doi: 10.1039/c8cc07732k.
8
Electrochemical Access to Aza-Polycyclic Aromatic Hydrocarbons: Rhoda-Electrocatalyzed Domino Alkyne Annulations.电化学合成氮杂多环芳烃：罗达电催化炔烃多米诺环化反应
Angew Chem Int Ed Engl. 2020 Mar 27;59(14):5551-5556. doi: 10.1002/anie.201914775. Epub 2020 Jan 28.
9
Electrochemical assembly of isoxazoles a four-component domino reaction.异恶唑的电化学组装——一种四组分多米诺反应。
Chem Sci. 2023 Dec 11;15(3):1117-1122. doi: 10.1039/d3sc05946d. eCollection 2024 Jan 17.
10
Ruthenaelectro-catalyzed C-H acyloxylation for late-stage tyrosine and oligopeptide diversification.钌电催化的C-H酰氧基化用于晚期酪氨酸和寡肽的多样化修饰
Chem Sci. 2022 Feb 25;13(12):3461-3467. doi: 10.1039/d1sc07267f. eCollection 2022 Mar 24.

引用本文的文献

1
Electrochemical Annulation of Phenothiazines with Alkynes: Access to Anti-Kasha Triple-Emission, Light-Sensitive, and Room-Temperature Phosphorescent Materials.吩噻嗪与炔烃的电化学环化反应：制备反卡莎三重发射、光敏及室温磷光材料
J Am Chem Soc. 2025 Aug 20;147(33):30390-30400. doi: 10.1021/jacs.5c09956. Epub 2025 Aug 7.
2
Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes.通过金属苯的嬗变制备荧光吡啶鏻盐。
Nat Commun. 2025 Apr 16;16(1):3632. doi: 10.1038/s41467-025-58855-7.
3
Unlocking Catalysis Using Oxidatively Induced Reductive Elimination.

本文引用的文献

1
Facilitating Ir-Catalyzed C-H Alkynylation with Electrochemistry: Anodic Oxidation-Induced Reductive Elimination.电化学促进铱催化的C-H炔基化反应：阳极氧化诱导的还原消除反应
ACS Catal. 2020 Oct 16;10(20):11693-11699. doi: 10.1021/acscatal.0c03207. Epub 2020 Sep 21.
2
Renewable resources for sustainable metallaelectro-catalysed C-H activation.用于可持续金属电催化C-H活化的可再生资源。
Chem Sci. 2020 Jul 31;11(33):8657-8670. doi: 10.1039/d0sc03578e.
3
Catalytic Enantioselective Functionalizations of C-H Bonds by Chiral Iridium Complexes.
利用氧化诱导还原消除解锁催化作用
Chemistry. 2025 Mar 25;31(18):e202404341. doi: 10.1002/chem.202404341. Epub 2025 Mar 2.
4
Ruthenaelectro-catalyzed C-H phosphorylation: to position-selectivity switch.钌电催化的C-H磷酸化：实现位置选择性切换。
Chem Sci. 2024 Nov 29;16(2):824-833. doi: 10.1039/d4sc06219a. eCollection 2025 Jan 2.
5
Mechanistic insights into an NHOAc-promoted imine dance in Rh-catalysed multicomponent double C-H annulations through an N-retention/exchange dual channel.通过氮保留/交换双通道对铑催化的多组分双C-H环化反应中NHOAc促进的亚胺重排的机理见解。
Chem Sci. 2023 Oct 27;14(46):13446-13452. doi: 10.1039/d3sc03861k. eCollection 2023 Nov 29.
6
Green and Regioselective Approach for the Synthesis of 3-Substituted Indole Based 1,2-Dihydropyridine and Azaxanthone Derivatives as a Potential Lead for SARS-CoV-2 and Delta Plus Mutant Virus: DFT and Docking Studies.绿色区域选择性合成基于3-取代吲哚的1,2-二氢吡啶和氮杂蒽酮衍生物作为SARS-CoV-2和Delta Plus突变病毒潜在先导物的方法：密度泛函理论和对接研究
ACS Omega. 2022 Nov 18;7(48):43856-43876. doi: 10.1021/acsomega.2c04990. eCollection 2022 Dec 6.
7
Silver-Free C-H Activation: Strategic Approaches towards Realizing the Full Potential of C-H Activation in Sustainable Organic Synthesis.无银碳氢活化：实现碳氢活化在可持续有机合成中全部潜力的策略方法。
Angew Chem Int Ed Engl. 2022 Nov 25;61(48):e202210825. doi: 10.1002/anie.202210825. Epub 2022 Oct 21.
8
Catalysis with cycloruthenated complexes.环钌配合物催化作用。
Chem Sci. 2022 Feb 17;13(12):3335-3362. doi: 10.1039/d1sc06355c. eCollection 2022 Mar 24.
9
Distal Ruthenaelectro-Catalyzed meta-C-H Bromination with Aqueous HBr.钌远端电催化的间位碳氢键与氢溴酸水溶液的溴化反应
Angew Chem Int Ed Engl. 2022 May 9;61(20):e202201595. doi: 10.1002/anie.202201595. Epub 2022 Mar 16.
10
A Strategy for Site- and Chemoselective C-H Alkenylation through Osmaelectrooxidative Catalysis.通过 Osma 电氧化催化实现位点和化学选择性 C-H 烯基化的策略。
Angew Chem Int Ed Engl. 2021 Dec 20;60(52):27005-27012. doi: 10.1002/anie.202110616. Epub 2021 Nov 18.
手性铱配合物催化的C-H键对映选择性官能团化反应
Chem Rev. 2020 Sep 23;120(18):10516-10543. doi: 10.1021/acs.chemrev.0c00559. Epub 2020 Sep 8.
4
3d metallaelectrocatalysis for resource economical syntheses.用于资源经济合成的 3d 金属电催化。
Chem Soc Rev. 2020 Jul 6;49(13):4254-4272. doi: 10.1039/d0cs00149j.
5
Rhodium-Catalyzed Electrooxidative C-H Olefination of Benzamides.铑催化的苯甲酰胺的电氧化C-H烯烃化反应
Angew Chem Int Ed Engl. 2020 Aug 24;59(35):15076-15080. doi: 10.1002/anie.202005257. Epub 2020 Jun 11.
6
A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications.关于含氮分子及其生物应用的最新进展综述。
Molecules. 2020 Apr 20;25(8):1909. doi: 10.3390/molecules25081909.
7
Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.氮杂钌（II）-双环[3.2.0]庚二烯：钌（II/III/I）催化炔烃环化反应的关键中间体。
Angew Chem Int Ed Engl. 2020 Jun 26;59(27):11130-11135. doi: 10.1002/anie.202000762. Epub 2020 May 12.
8
Catalyzing Electrosynthesis: A Homogeneous Electrocatalytic Approach to Reaction Discovery.催发电合成：一种同质电催化反应发现方法。
Acc Chem Res. 2020 Mar 17;53(3):547-560. doi: 10.1021/acs.accounts.9b00529. Epub 2020 Feb 20.
9
Electrochemical Oxidation of Organic Molecules at Lower Overpotential: Accessing Broader Functional Group Compatibility with Electron-Proton Transfer Mediators.在较低过电势下电化学氧化有机分子：通过电子质子转移介质实现更广泛的官能团兼容性。
Acc Chem Res. 2020 Mar 17;53(3):561-574. doi: 10.1021/acs.accounts.9b00544. Epub 2020 Feb 12.
10
Recent Advances in Electrochemical Systems for Selective Fluorination of Organic Compounds.电化学体系在有机化合物选择性氟化反应中的最新进展。
Acc Chem Res. 2020 Feb 18;53(2):322-334. doi: 10.1021/acs.accounts.9b00520. Epub 2020 Feb 4.