• 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

使用氧化石墨烯作为高效催化剂，一锅法三组分串联环化 4-羟基香豆素、醛和芳胺。

One-pot three-component tandem annulation of 4-hydroxycoumarine with aldehyde and aromatic amines using graphene oxide as an efficient catalyst.

机构信息

Department of Chemistry, University of North Bengal, Dist-Darjeeling, West Bengal, India.

出版信息

Sci Rep. 2021 Oct 6;11(1):19891. doi: 10.1038/s41598-021-99360-3.

DOI:10.1038/s41598-021-99360-3
PMID:34615951
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8494800/
Abstract

A convenient and efficient solvent-free, facile, one-pot three-component graphene oxide catalysed approach has been described for the synthesis of chromeno-[4,3-b]quinolin-6-one derivatives from 4-hydroxycoumarin with aldehydes and aromatic amines. Graphene oxide (GO) has proved to be a new class of heterogeneous carbocatalyst which could be easily recovered and reused up to 5th run without significant loss of its catalytic activity. A broad scope of substrate applicability is offered and a plausible mechanism is also suggested for this developed protocol.

摘要

一种方便高效的无溶剂、简易、一锅法三组分氧化石墨烯催化方法已被描述，用于从 4-羟基香豆素、醛和芳香胺合成色烯并[4,3-b]喹啉-6-酮衍生物。氧化石墨烯（GO）已被证明是一类新型的多相碳催化剂，可在不显著损失其催化活性的情况下，在第 5 次回收和重复使用。该方法提供了广泛的底物适用性，同时也提出了一个合理的反应机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/bef087d18de5/41598_2021_99360_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/2efb68befc62/41598_2021_99360_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/cc3070814409/41598_2021_99360_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/c4bd7523fba0/41598_2021_99360_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/0542be1fdd31/41598_2021_99360_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/bef087d18de5/41598_2021_99360_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/2efb68befc62/41598_2021_99360_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/cc3070814409/41598_2021_99360_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/c4bd7523fba0/41598_2021_99360_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/0542be1fdd31/41598_2021_99360_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d862/8494800/bef087d18de5/41598_2021_99360_Sch1_HTML.jpg

相似文献

1
One-pot three-component tandem annulation of 4-hydroxycoumarine with aldehyde and aromatic amines using graphene oxide as an efficient catalyst.使用氧化石墨烯作为高效催化剂，一锅法三组分串联环化 4-羟基香豆素、醛和芳胺。
Sci Rep. 2021 Oct 6;11(1):19891. doi: 10.1038/s41598-021-99360-3.
2
Bi Metal-Organic Framework (Ce/Ni-BTC) as Heterogeneous Catalyst for the Green Synthesis of Substituted Chromeno[4, 3-b]quinolone under Solvent Free Condition.双金属有机骨架（Ce/Ni-BTC）作为多相催化剂在无溶剂条件下绿色合成取代色烯并[4,3-b]喹啉酮。
Curr Org Synth. 2021;18(5):475-482. doi: 10.2174/1570179418666210122100240.
3
Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: importance of dual catalytic activity.以氧化石墨烯（GO）作为无金属催化剂便捷一锅法合成1,2,4-恶二唑和2,4,6-三芳基吡啶：双催化活性的重要性
RSC Adv. 2021 Sep 28;11(51):32106-32118. doi: 10.1039/d1ra06331f. eCollection 2021 Sep 27.
4
Green Synthesis of Fused Chromeno-pyrazolo-phthalazine Derivatives with Silicasupported Bismuth Nitrate under Solvent-free Conditions.无溶剂条件下硅胶负载硝酸铋催化合成稠合色烯并吡唑并酞嗪衍生物的绿色合成法
Curr Org Synth. 2021;18(8):854-861. doi: 10.2174/1570179417666201208112520.
5
Facile One-Pot Friedlander Synthesis of Functionalized Quinolines using Graphene Oxide Carbocatalyst.使用氧化石墨烯碳催化剂通过简便的一锅法Friedländer反应合成功能化喹啉
Curr Org Synth. 2019;16(1):154-159. doi: 10.2174/1570179415666181002114621.
6
Organoamine-functionalized graphene oxide as a bifunctional carbocatalyst with remarkable acceleration in a one-pot multistep reaction.有机胺功能化氧化石墨烯作为双功能碳催化剂，在一锅多步反应中具有显著的加速作用。
ACS Appl Mater Interfaces. 2015 Jan 28;7(3):1669-77. doi: 10.1021/am507221a. Epub 2015 Jan 15.
7
Graphene Oxide as a Carbocatalyst for a Diels-Alder Reaction in an Aqueous Medium.氧化石墨烯作为水介质中狄尔斯-阿尔德反应的碳催化剂
Chem Asian J. 2017 Sep 19;12(18):2393-2398. doi: 10.1002/asia.201701072. Epub 2017 Sep 4.
8
FeF-mediated tandem annulation: a highly efficient one-pot synthesis of functionalized N-methyl-3-nitro-4H-pyrimido [2, 1-b] [1, 3] benzothiazole-2-amine derivatives under neat conditions.FeF 介导的串联环化反应：在无溶剂条件下高效一锅合成功能化的 N-甲基-3-硝基-4H-嘧啶并[2,1-b][1,3]苯并噻唑-2-胺衍生物。
Mol Divers. 2020 May;24(2):443-453. doi: 10.1007/s11030-019-09963-2. Epub 2019 May 29.
9
Graphene Oxide as Highly Effective and Readily Recyclable Catalyst Using for the One-Pot Synthesis of 1,8-Dioxoacridine Derivatives.氧化石墨烯作为高效且易于回收的催化剂用于一锅法合成1,8-二氧杂吖啶衍生物
J Nanosci Nanotechnol. 2016 Jun;16(6):6498-504. doi: 10.1166/jnn.2016.12432.
10
One-pot multicomponent nitro-Mannich reaction using a heterogeneous catalyst under solvent-free conditions.在无溶剂条件下使用多相催化剂的一锅多组分硝基-曼尼希反应。
PeerJ. 2018 Jun 27;6:e5065. doi: 10.7717/peerj.5065. eCollection 2018.

引用本文的文献

1
Frontiers in bond construction: innovative approaches to C-C and carbon-heteroatom (C-S, C-N, C-O, C-Se, C-P) transformations-a review.键构建前沿：C-C键及碳-杂原子（C-S、C-N、C-O、C-Se、C-P）转化的创新方法——综述
RSC Adv. 2025 Jul 10;15(29):23704-23759. doi: 10.1039/d5ra03124a. eCollection 2025 Jul 4.
2
CaFeO@SiO-Cu as a novel and highly efficient nanocatalyst for direct conversion of epoxides to β-acetoxy esters.CaFeO@SiO-Cu作为一种新型高效纳米催化剂用于将环氧化物直接转化为β-乙酰氧基酯。
Sci Rep. 2024 Nov 4;14(1):26606. doi: 10.1038/s41598-024-77281-1.
3
Novel UiO-NH-like Zr-Based MOF (Basu-DPU) as an Excellent Catalyst for Preparation of New 6-Chromeno[4,3-]quinolin-6-ones.

本文引用的文献

1
Sequential and direct multicomponent reaction (MCR)-based dearomatization strategies.基于串联和直接多组分反应 (MCR) 的去芳构化策略。
Chem Soc Rev. 2020 Dec 7;49(23):8721-8748. doi: 10.1039/d0cs00128g. Epub 2020 Oct 20.
2
Copper-Catalyzed Cyclization for Access to 6H-Chromeno[4,3-b]quinolin-6-ones Employing DMF as the Carbon Source.铜催化环化反应用于构建 6H-色烯并[4,3-b]喹啉-6-酮：DMF 作为碳源的应用。
J Org Chem. 2017 Sep 1;82(17):9047-9053. doi: 10.1021/acs.joc.7b01515. Epub 2017 Aug 16.
3
Intramolecular heterocyclization of O-propargylated aromatic hydroxyaldehydes as an expedient route to substituted chromenopyridines under metal-free conditions.
新型类UiO-NH的锆基金属有机框架材料（Basu-DPU）作为制备新型6-色烯并[4,3-]喹啉-6-酮的优良催化剂。
ACS Omega. 2023 Jul 12;8(29):25924-25937. doi: 10.1021/acsomega.3c01793. eCollection 2023 Jul 25.
4
Brønsted acid catalyzed mechanochemical domino multicomponent reactions by employing liquid assisted grindstone chemistry.利用液辅助磨盘化学，通过布朗斯台德酸催化的机械化学多组分反应级联反应。
Sci Rep. 2023 Jan 25;13(1):1386. doi: 10.1038/s41598-023-27948-y.
5
An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest.具有生物学活性的稠合吡啶并香豆素合成概述
Molecules. 2022 Oct 26;27(21):7256. doi: 10.3390/molecules27217256.
6
Heteroployacid on the composite of boehmite and polyionic liquid as a catalyst for alcohol oxidation and tandem alcohol oxidation Knoevenagel condensation reactions.杂多酸负载于勃姆石和聚离子液体复合材料上作为醇氧化及串联醇氧化-Knoevenagel缩合反应的催化剂。
Sci Rep. 2022 Sep 30;12(1):16395. doi: 10.1038/s41598-022-20699-2.
在无金属条件下，O-炔丙基化芳香族羟基醛的分子内杂环化反应是合成取代色烯并吡啶的便捷途径。
Org Lett. 2015 Feb 20;17(4):964-7. doi: 10.1021/acs.orglett.5b00067. Epub 2015 Feb 5.
4
Design, synthesis and biological profile of new inhibitors of multidrug resistance associated proteins carrying a polycyclic scaffold.设计、合成及多药耐药相关蛋白新型抑制剂的生物特征研究，该抑制剂含有多环支架。
Eur J Med Chem. 2015 Mar 6;92:471-80. doi: 10.1016/j.ejmech.2015.01.004. Epub 2015 Jan 5.
5
Small heterocycles in multicomponent reactions.多组分反应中的小杂环化合物。
Chem Rev. 2014 Aug 27;114(16):8323-59. doi: 10.1021/cr400615v. Epub 2014 Jul 17.
6
Harnessing the chemistry of graphene oxide.利用氧化石墨烯的化学性质。
Chem Soc Rev. 2014 Aug 7;43(15):5288-301. doi: 10.1039/c4cs00060a.
7
Review of chemical vapor deposition of graphene and related applications.石墨烯的化学气相沉积及相关应用综述。
Acc Chem Res. 2013 Oct 15;46(10):2329-39. doi: 10.1021/ar300203n.
8
The use of coumarins as environmentally-sensitive fluorescent probes of heterogeneous inclusion systems.香豆素作为非均相包合体系的环境敏感型荧光探针的应用。
Molecules. 2009 Jan 6;14(1):210-37. doi: 10.3390/molecules14010210.
9
ERbeta ligands. Part 6: 6H-Chromeno[4,3-b]quinolines as a new series of estrogen receptor beta-selective ligands.雌激素受体β配体。第6部分：6H-色烯并[4,3-b]喹啉作为一类新型雌激素受体β选择性配体。
Bioorg Med Chem Lett. 2007 Jul 15;17(14):4053-6. doi: 10.1016/j.bmcl.2007.04.068. Epub 2007 May 4.
10
The rise of graphene.石墨烯的崛起。
Nat Mater. 2007 Mar;6(3):183-91. doi: 10.1038/nmat1849.