• 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

使用草酸作为可持续 CO 源的钯纳米粒子支持的芳基卤化物与胺的氨基甲酰化反应。

Supported Palladium Nanoparticles that Catalyze Aminocarbonylation of Aryl Halides with Amines using Oxalic Acid as a Sustainable CO Source.

机构信息

Natural Product Chemistry & Process Development Division, CSIR-Institute of Himalayan Bioresource Technology, Palampur, 176061, HP, India.

Academy of Scientific & Innovative Research, New Delhi, 110025, India.

出版信息

Chemistry. 2019 Mar 15;25(16):4067-4071. doi: 10.1002/chem.201900271. Epub 2019 Feb 22.

DOI:10.1002/chem.201900271
PMID:30730074
Abstract

Polystyrene-supported palladium (Pd@PS) nanoparticles (NPs) have been used to catalyze the aminocarbonylation of aryl halides with amines using oxalic acid as a CO source for the first-time for the synthesis of amides. Furthermore, o-iodoacetophenones participated in amidation and cyclization reactions to give isoindolinones in a single step following a concerted approach. Oxalic acid has been used as a safe, environmentally benign and operationally simple ex situ sustainable CO source under double-layer-vial (DLV) system for different aminocarbonylation reactions. Catalyst stability under a CO environment is a challenging task, however, Pd@PS was found to be recyclable and applicable for a vast substrate scope avoiding regeneration steps. Easy handling of oxalic acid, additive and base-free CO generation, catalyst stability and effortless catalyst separation from the reaction mixture by filtration and introduce of DLV are the added advantages to make the overall process a sustainable approach.

摘要

聚苯乙烯负载钯(Pd@PS)纳米粒子(NPs)首次被用于催化芳基卤化物与胺的氨基甲酰化反应,使用草酸作为 CO 源来合成酰胺。此外,邻碘苯乙酮参与酰胺化和环化反应,通过协同途径一步得到异吲哚啉酮。在双层瓶(DLV)系统中,草酸被用作安全、环境友好且操作简单的原位可持续 CO 源,用于不同的氨基甲酰化反应。然而,在 CO 环境下催化剂的稳定性是一个具有挑战性的任务,但 Pd@PS 被发现是可回收的,并适用于广泛的底物范围,避免了再生步骤。草酸的易于处理、无需添加试剂和碱的 CO 生成、催化剂的稳定性以及通过过滤和引入 DLV 从反应混合物中轻松分离催化剂是使整个过程成为可持续方法的附加优势。

相似文献

1
Supported Palladium Nanoparticles that Catalyze Aminocarbonylation of Aryl Halides with Amines using Oxalic Acid as a Sustainable CO Source.使用草酸作为可持续 CO 源的钯纳米粒子支持的芳基卤化物与胺的氨基甲酰化反应。
Chemistry. 2019 Mar 15;25(16):4067-4071. doi: 10.1002/chem.201900271. Epub 2019 Feb 22.
2
Polystyrene-Supported Palladium (Pd@PS)-Catalyzed Carbonylative Annulation of Aryl Iodides Using Oxalic Acid as a Sustainable CO Source for the Synthesis of 2-Aryl Quinazolinones.聚苯乙烯负载钯(Pd@PS)催化的芳基碘的羰基化环化反应,以草酸作为可持续的 CO 源,用于合成 2-芳基喹唑啉酮。
Chemistry. 2019 Nov 18;25(64):14506-14511. doi: 10.1002/chem.201902776. Epub 2019 Oct 22.
3
Supported palladium catalyzed aminocarbonylation of aryl iodides employing bench-stable CO and NH surrogates.采用稳定的 CO 和 NH 替代物,支持钯催化的芳基碘代物的氨甲酰化反应。
Org Biomol Chem. 2020 Sep 23;18(36):7193-7200. doi: 10.1039/d0ob01445a.
4
Pd-Catalysed Decarbonylation Free Approach to Carbonylative Esterification of 5-HMF to Its Aryl Esters Synthesis Using Aryl Halides and Oxalic Acid as C Source.Pd 催化脱羰基策略在 5-HMF 芳基酯合成中的应用:以芳基卤化物和草酸为碳源的羰基化酯化反应
Chemistry. 2021 Sep 9;27(51):12971-12975. doi: 10.1002/chem.202101827. Epub 2021 Aug 1.
5
Supported Palladium Nanoparticle-Catalyzed Carboxylation of Aryl Halides, Alkenylsilanes, and Organoboronic Acids Employing Oxalic Acid as the C1 Source.以草酸为C1源的负载型钯纳米粒子催化芳基卤化物、链烯基硅烷和有机硼酸的羧基化反应
Org Lett. 2015 Nov 6;17(21):5352-5. doi: 10.1021/acs.orglett.5b02701. Epub 2015 Oct 19.
6
Supported Palladium-Catalyzed Tandem Synthesis of 2-(Alkylamino/amino)-3-arylquinazolin-4(3H)-ones Employing CO Source.使用一氧化碳源的负载型钯催化串联合成2-(烷基氨基/氨基)-3-芳基喹唑啉-4(3H)-酮
Chem Asian J. 2023 Mar 14;18(6):e202201288. doi: 10.1002/asia.202201288. Epub 2023 Feb 17.
7
Palladium-Catalyzed Aminocarbonylation of Aryl Halides.钯催化的芳基卤化物的氨甲酰化反应。
Curr Org Synth. 2023;20(3):308-331. doi: 10.2174/1570179419666220430150122.
8
Stabilized well-dispersed Pd(0) nanoparticles for aminocarbonylation of aryl halides.稳定分散的 Pd(0)纳米颗粒用于芳基卤化物的氨基甲酰化反应。
Dalton Trans. 2011 Sep 28;40(36):9320-5. doi: 10.1039/c1dt10927h. Epub 2011 Aug 15.
9
Synthesis of Amides and Phthalimides via a Palladium Catalyzed Aminocarbonylation of Aryl Halides with Formic Acid and Carbodiimides.通过钯催化芳基卤化物与甲酸和碳二亚胺的胺羰基化反应合成酰胺和邻苯二甲酰亚胺。
Chem Asian J. 2016 Dec 19;11(24):3508-3512. doi: 10.1002/asia.201601421. Epub 2016 Nov 25.
10
Pd/C-Catalyzed Aminocarbonylation of Aryl Iodides with Anthranils in Water Using Mo(CO) as the CO Source.使用Mo(CO)作为CO源,在水中Pd/C催化芳基碘化物与邻氨基苯甲酸的氨羰基化反应
Chemistry. 2017 Oct 26;23(60):15026-15029. doi: 10.1002/chem.201703994. Epub 2017 Oct 10.

引用本文的文献

1
Manganese-Catalyzed -Formylation of Anilines Using Oxalic Acid as CO Surrogate.以草酸为一氧化碳替代物的锰催化苯胺的甲酰化反应
ACS Omega. 2025 Jan 24;10(4):4019-4025. doi: 10.1021/acsomega.4c09931. eCollection 2025 Feb 4.
2
A decennary update on applications of metal nanoparticles (MNPs) in the synthesis of nitrogen- and oxygen-containing heterocyclic scaffolds.金属纳米颗粒(MNPs)在含氮和含氧杂环骨架合成中的应用十年进展。
RSC Adv. 2020 Sep 3;10(54):32740-32820. doi: 10.1039/d0ra02272a. eCollection 2020 Sep 1.
3
Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.
通过一锅式过渡金属催化的C-C键形成反应合成异吲哚啉酮
Chemistry. 2021 Mar 22;27(17):5344-5378. doi: 10.1002/chem.202004375. Epub 2021 Feb 2.