Photocatalytic synthesis of 2,4-substituted quinazolines via a one-pot, three-component reaction under catalyst-free conditions

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-03-28 DOI:10.1002/jhet.4810
Zongbo Xie, Xuehua Chen, Guofang Jiang, Qianwen Fan, Hong Yang, Zhanggao Le
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Abstract

A novel, catalyst-free photoinduced synthesis of 2,4-substituted quinazoline using 2-amino-aryl ketone, an aldehyde, and ammonium acetate was developed. A series of 2,4-substituted quinazoline compounds were obtained via irradiating the reactants with a light-emitting diode light (18 W) at room temperature. The broad substrate range and excellent gram-scale experimental results demonstrate the versatility of the reaction. To the best of our knowledge, the synthesis of 2,4-substituted quinazoline using ammonium acetate as the nitrogen source under photocatalysis has not been reported thus far. This method utilizes visible light oxidation to eliminate the use of oxidants in the reaction and is complementary to previous methods.

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在无催化剂条件下通过一锅三组分反应光催化合成 2,4-取代的喹唑啉类化合物
利用 2-氨基芳基酮、醛和乙酸铵,开发了一种新型的无催化剂光诱导合成 2,4-取代喹唑啉的方法。在室温下用发光二极管灯(18 瓦)照射反应物,得到了一系列 2,4-取代的喹唑啉化合物。广泛的底物范围和出色的克级实验结果证明了该反应的多功能性。据我们所知,以醋酸铵为氮源在光催化条件下合成 2,4-取代喹唑啉的方法迄今尚未见报道。该方法利用可见光氧化,在反应中无需使用氧化剂,是对以往方法的补充。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
期刊最新文献
Issue Information Issue Information Synthetic Strategies for C-Amino 1,2,3-Triazoles and Their Oxides: A Review Coumarin Derivatives: Microwave Synthesis and Biological Properties—A Review Lewis Base Promoted [4+2] Annulation of o-Acylamino-Aryl Morita-Baylis-Hillman Carbonates With Isatylidene Malononitriles: Facile Access to Spiro[Indolin-3,2′-Quinoline] Frameworks
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