• 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

喹唑啉-3-氧化物与吲哚之间的铜催化交叉脱氢偶联反应。

Copper-catalyzed cross-dehydrogenative coupling between quinazoline-3-oxides and indoles.

作者信息

Yang Qin, Yin Zhijian, Zheng Lifang, Yuan Jianjun, Wei Song, Ding Qiuping, Peng Yiyuan

机构信息

Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Province's Key Laboratory of Green Chemistry, Jiangxi Normal University Nanchang Jiangxi 330022 China

出版信息

RSC Adv. 2019 Feb 18;9(11):5870-5877. doi: 10.1039/c8ra09864f.

DOI:10.1039/c8ra09864f
PMID:35517267
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9060877/
Abstract

A novel and simple protocol for the synthesis of 4-(indole-3-yl)quinazolines cross-dehydrogenative coupling of quinazoline-3-oxides and indoles under an air atmosphere has been developed. A series of biheteroaryl products were obtained in moderate to good yields.

摘要

已开发出一种新颖且简单的合成4-(吲哚-3-基)喹唑啉的方法，即在空气氛围下通过喹唑啉-3-氧化物与吲哚的交叉脱氢偶联反应来实现。一系列双杂芳基产物以中等至良好的产率获得。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/6fdd922460f8/c8ra09864f-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/ddfa9665b4eb/c8ra09864f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/f50f22fbe53a/c8ra09864f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/7af72ac8ba27/c8ra09864f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/3d86e8fe3ebf/c8ra09864f-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/6fdd922460f8/c8ra09864f-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/ddfa9665b4eb/c8ra09864f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/f50f22fbe53a/c8ra09864f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/7af72ac8ba27/c8ra09864f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/3d86e8fe3ebf/c8ra09864f-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e88f/9060877/6fdd922460f8/c8ra09864f-s4.jpg

相似文献

1
Copper-catalyzed cross-dehydrogenative coupling between quinazoline-3-oxides and indoles.喹唑啉-3-氧化物与吲哚之间的铜催化交叉脱氢偶联反应。
RSC Adv. 2019 Feb 18;9(11):5870-5877. doi: 10.1039/c8ra09864f.
2
Copper-Catalyzed Aerobic Cross-Dehydrogenative Coupling of β-Oxime Ether Furan with Indole.铜催化的β-肟醚呋喃与吲哚的有氧交叉脱氢偶联反应。
Chem Asian J. 2022 Mar 14;17(6):e202101369. doi: 10.1002/asia.202101369. Epub 2022 Feb 11.
3
Ag-Catalyzed cross-dehydrogenative-coupling for the synthesis of 1,4-dioxan-2-yl substituted quinazoline hybrids in an aqueous medium.
Org Biomol Chem. 2024 Sep 25;22(37):7725-7735. doi: 10.1039/d4ob01188k.
4
Copper-catalyzed domino intramolecular cyclization: a facile and efficient approach to polycyclic indole derivatives.铜催化的多米诺环化反应：一种简便高效的多环吲哚衍生物合成方法。
Org Biomol Chem. 2012 Feb 28;10(8):1602-11. doi: 10.1039/c1ob06488f. Epub 2012 Jan 9.
5
Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling.一锅法串联 Knoevenagel 缩合与交叉脱氢偶联合成咪唑并吡啶并吲哚。
Org Biomol Chem. 2018 Aug 22;16(33):6123-6132. doi: 10.1039/c8ob01449c.
6
Cobalt(III)-Catalyzed Intramolecular Cross-Dehydrogenative C-H/X-H Coupling: Efficient Synthesis of Indoles and Benzofurans.钴（III）催化的分子内交叉脱氢C-H/X-H偶联：吲哚和苯并呋喃的高效合成
Chemistry. 2016 Nov 2;22(45):16042-16046. doi: 10.1002/chem.201604111. Epub 2016 Sep 30.
7
Copper-catalyzed synthesis of quinazoline derivatives via Ullmann-type coupling and aerobic oxidation.铜催化的通过 Ullmann 型偶联和有氧氧化合成喹唑啉衍生物。
J Org Chem. 2010 Nov 19;75(22):7936-8. doi: 10.1021/jo101685d. Epub 2010 Oct 22.
8
Copper-catalyzed cross dehydrogenative coupling reactions of tertiary amines with ketones or indoles.铜催化的叔胺与酮或吲哚的交叉脱氢偶联反应。
Org Lett. 2010 Nov 19;12(22):5214-7. doi: 10.1021/ol102252n. Epub 2010 Oct 21.
9
Copper-Catalyzed Synthesis of Multisubstituted Indoles through Tandem Ullmann-Type C-N Formation and Cross-dehydrogenative Coupling Reactions.铜催化的通过串联 Ullmann 型 C-N 形成和交叉脱氢偶联反应合成多取代吲哚。
J Org Chem. 2018 May 4;83(9):5288-5294. doi: 10.1021/acs.joc.8b00353. Epub 2018 Apr 19.
10
Copper-Mediated and Palladium-Catalyzed Cross-Coupling of Indoles and -Methylpyridinium Salts: A Practical Way to Prepare 3-(Pyridin-2-yl)indoles.
Org Lett. 2023 Jul 21;25(28):5203-5208. doi: 10.1021/acs.orglett.3c01624. Epub 2023 Jul 13.

引用本文的文献

1
A Review on the Synthesis and Chemical Transformation of Quinazoline 3-Oxides.喹唑啉 3-氧化物的合成与化学转化综述。
Molecules. 2022 Nov 17;27(22):7985. doi: 10.3390/molecules27227985.

本文引用的文献

1
Direct C-4 alkylation of quinazoline N-oxides with ethers via an oxidative cross-coupling reaction under metal-free conditions.无金属条件下通过氧化交叉偶联反应实现喹唑啉 N-氧化物与醚的直接 C-4 烷基化。
Org Biomol Chem. 2018 Nov 21;16(45):8724-8731. doi: 10.1039/c8ob01429a.
2
Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N-Oxides.钯催化的嗪 N-氧化物的直接 C-H 烯基化和烯丙基化。
Org Lett. 2018 Apr 20;20(8):2346-2350. doi: 10.1021/acs.orglett.8b00689. Epub 2018 Apr 9.
3
Heterobicyclic Core Retained Hydroarylations through C-H Activation: Synthesis of Epibatidine Analogues.
通过 C-H 活化构建杂双环核心保留的氢芳基化反应：埃派他丁类似物的合成。
Org Lett. 2018 Apr 6;20(7):2028-2032. doi: 10.1021/acs.orglett.8b00571. Epub 2018 Mar 20.
4
Rhodium-catalyzed C-H bond activation alkylation and cyclization of 2-arylquinazolin-4-ones.铑催化的 2-芳基喹唑啉-4-酮的 C-H 键活化烷基化和环化反应。
Org Biomol Chem. 2018 Mar 14;16(11):1851-1859. doi: 10.1039/c8ob00147b.
5
Spectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity.光谱研究 Chan-Lam 胺化反应：受反应机制启发解决硼酸酯反应性问题。
J Am Chem Soc. 2017 Apr 5;139(13):4769-4779. doi: 10.1021/jacs.6b12800. Epub 2017 Mar 24.
6
Oxidative C-H/C-H Coupling Reactions between Two (Hetero)arenes.两个（杂）芳烃之间的氧化 C-H/C-H 偶联反应。
Chem Rev. 2017 Jul 12;117(13):8787-8863. doi: 10.1021/acs.chemrev.6b00567. Epub 2017 Jan 13.
7
C8-Selective Acylation of Quinoline N-Oxides with α-Oxocarboxylic Acids via Palladium-Catalyzed Regioselective C-H Bond Activation.钯催化的区域选择性 C-H 键活化实现喹啉 N-氧化物与α-氧代羧酸的 C8-选择性酰化反应。
Org Lett. 2016 Aug 5;18(15):3722-5. doi: 10.1021/acs.orglett.6b01746. Epub 2016 Jul 21.
8
Copper-catalyzed oxidative coupling between quinazoline 3-oxides and unactivated aldehydes: an efficient approach to functionalized quinazolines.
Chem Commun (Camb). 2016 Apr 7;52(31):5375-8. doi: 10.1039/c6cc00946h.
9
Palladium-catalyzed direct C-H arylation of pyridine N-oxides with potassium aryl- and heteroaryltrifluoroborates.钯催化吡啶氮氧化物与芳基和杂芳基三氟硼酸钾的直接C-H芳基化反应。
Org Biomol Chem. 2016 Feb 28;14(8):2421-6. doi: 10.1039/c5ob02409a.
10
Cobalt(iii) catalyzed C-8 selective C-H and C-O coupling of quinoline N-oxide with internal alkynes via C-H activation and oxygen atom transfer.钴（III）通过C-H活化和氧原子转移催化喹啉N-氧化物与内炔烃的C-8选择性C-H和C-O偶联反应。
Chem Commun (Camb). 2016 Jan 25;52(7):1338-41. doi: 10.1039/c5cc08736h.