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Ultrasound‐Promoted Mild, and Efficient Protocol for Three‐Component Synthesis of 2,4,5‐Trisubstituted Imidazoles Using Urea and PPh3 as the Sources of Nitrogen and Organocatalyst
ChemistrySelect ( IF 2.1 ) Pub Date : 2020-07-02 , DOI: 10.1002/slct.202001722
Somayeh Behrouz 1 , Mohammad Navid Soltani Rad 1 , Mahla Abdollahzadeh 1 , Mohammad Amin Piltan 1
Affiliation  

Substituted imidazoles have wild applications in different area of sciences and industries. In this research, the catalytic activity of PPh3 as a cheap and efficient organocatalyst is reported for synthesis of 2,4,5‐trisubstituted imidazoles. In this method, ultrasonic assisted one‐pot, three‐component reaction of benzil, aldehydes, urea and PPh3 in ethylene glycol as a green solvent at room temperature has been achieved to afford the structurally diverse 2,4,5‐trisubstituted imidazoles in 80–95 %. The effect of different parameters on the reaction progress was also discussed. Utilizing ultrasonic irradiation dramatically improved the reaction in terms of yields and reaction times compared to conventional heating technique. The current protocol offers many advantages such as mild reaction conditions, short reaction time, the use of non‐metallic, harmless, and cheap catalyst, ease of separation and purification, simple work‐up procedure, and the reactivity to all types of aldehydes particularly the aliphatic aldehydes.

中文翻译:

超声促进温和高效的协议,以尿素和PPh3作为氮和有机催化剂的来源,用于三组分合成2,4,5-三取代的咪唑

取代的咪唑在科学和工业的不同领域具有广泛的应用。在这项研究中,据报道,PPh 3作为廉价而有效的有机催化剂,具有催化活性,可用于合成2,4,5-三取代的咪唑。在这种方法中,超声辅助苯,醛,尿素和PPh 3的一锅三组分反应在室温下,使用乙二醇作为绿色溶剂可得到80-95%的结构多样的2,4,5-三取代的咪唑。还讨论了不同参数对反应进程的影响。与常规加热技术相比,利用超声辐射在产率和反应时间方面显着改善了反应。目前的方案具有许多优势,例如反应条件温和,反应时间短,使用非金属,无害且廉价的催化剂,易于分离和纯化,后处理步骤简单,并且对所有类型的醛都有反应性脂族醛。
更新日期:2020-07-02
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