微波促进柠檬汁中一锅合成咪唑[1,2-a]吡啶

IF 0.9 Q4 CHEMISTRY, MULTIDISCIPLINARY
H. Saeed, Devendra S. Wagare, Mujahed Shaikh, A. Durrani
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引用次数: 3

摘要

以柠檬汁中的芳香酮、N-溴代琥珀酰亚胺和2-氨基吡啶为原料,设计了一种简单高效的微波催化合成咪唑并[1,2-A]吡啶衍生物的方法。该方案的主要优点,如清洁的反应曲线、温和的反应条件、高产率和最短的反应时间,与以前开发的其他方法进行了比较。将芳香酮(1-m)(0.005m)、N-溴代琥珀酰亚胺(NBS)(0.005ml)和柠檬汁(10ml)的混合物在85°C下用400瓦功率的微波照射,并用薄层色谱法(TLC)监测α-溴酮的形成。α-溴化完成后,将2-氨基吡啶(0.005m)加入反应混合物中,并在相同的反应条件下进一步辐照。反应完成后,将反应物质在冰冷水中搅拌,过滤得到的固体产物,用冷水洗涤,并从含水乙醇中重结晶。在本研究中,我们开发了一种环保、简单、高效的一锅法,以芳香酮、N-溴琥珀酰亚胺和2-氨基吡啶在柠檬汁中反应,在微波辐射下作为天然酸催化剂和溶剂,合成2-苯基咪唑并[1,2-a]吡啶。这种新方案提供了非常有吸引力的特点,如最短的反应时间、清洁的反应曲线、温和的反应条件和绿色方面,如避免有毒催化剂、危险溶剂、易于处理程序和更高的产率。在本研究中,我们开发了一种环保、简单、高效的一锅法,在微波辐射下,以柠檬汁中的芳香酮、N-溴琥珀酰亚胺和2-氨基吡啶为天然酸催化剂和溶剂,合成2-苯基咪唑并[1,2-a]吡啶。这种新方案提供了非常吸引人的特征,如最短的反应时间、干净的反应曲线、温和的反应条件和绿色方面,如不需要有毒催化剂和危险溶剂、易于处理程序和更高的产率。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Microwave-promoted One-pot Synthesis of Imidazo[1,2-a]pyridines in Lemon Juice
A simple and highly efficient microwave-promoted procedure for the synthesis of imidazo[1,2-a]pyridine derivatives from the reaction of aromatic ketones, N-bromosuccinimide, and 2-aminopyridines in lemon juice was designed. The main advantages of this protocol, such as clean reaction profile, mild reaction condition, high yield, and minimum reaction time, were compared to other previously developed methods. A mixture of aromatic ketones (1a-m) (0.005 m), N-bromosuccinimide (NBS) (0.005 m), and lemon juice (10 ml) was irradiated by microwave at 400-watt power at 85°C, and the formation of α- bromoketones was monitored by Thin Layer Chromatography (TLC). After completion of α-bromination, 2-aminopyridines (0.005 m) was added to the reaction mixture and it was further irradiated at the same reaction condition. After completion of the reaction, the reaction mass was poured in ice-cold water, the solid product obtained was filtered, washed with cold water, and recrystallized from aqueous ethanol. In the present investigation, we have developed an environmentally benign, easy, and highly efficient one-pot procedure for the synthesis of 2-phenylimidazo [1, 2-a] pyridines from the reaction of aromatic ketones, N-bromosuccinimide, and 2-aminopyridines in lemon juice as a natural acid catalyst and solvent under microwave irradiation. This new protocol offers very attractive features such as minimum reaction time, clean reaction profile, mild reaction condition, and green aspects such as avoid poisonous catalyst, hazardous solvents, ease of the work-up procedure, and higher yield. In the present investigation, we have developed an environmentally benign, easy, and highly efficient one-pot procedure for the synthesis of 2-phenylimidazo [1, 2-a] pyridines from the reaction of aromatic ketones, N-bromosuccinimide, and 2-aminopyridines in lemon juice as a natural acid catalyst and solvent under microwave irradiation. This new protocol offers very attractive features such as minimum reaction time, clean reaction profile, mild reaction condition, and green aspects such as no need for a poisonous catalyst and hazardous solvents, ease of work-up procedure, and higher yield.
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来源期刊
Current Microwave Chemistry
Current Microwave Chemistry CHEMISTRY, MULTIDISCIPLINARY-
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