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A transition metal-free cascade reaction using heterogeneous tin(IV)oxide catalyzed and iodine promoted synthesis of 3-aroylimidazo[1,2-a]pyridines
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-07-20 , DOI: 10.1016/j.tetlet.2020.152250
Nirajkumar H. Jadhav , Sachin S. Sakate , Dnyaneshwar R. Shinde , Manohar G. Chaskar , Ramdas A. Pawar

The cascade synthesis of 3-aroylimidazo[1,2-a]pyridines using chalcones and 2-aminopyridine was achieved over the SnO2/I2 catalytic system in toluene at ambient air atmosphere. The catalyst shows high activity towards the broad substrate scope of the various aromatic and heterocyclic chalcones with 2-aminopyridine, 4-methyl 2-aminopyridine, and 5-methyl 2-aminopyridine in good yields during the synthesis of 3-aroylimidazo[1,2-a]pyridines. The methodology was further extended for the one-pot three-component synthesis of 3-aroylimidazo[1,2-a]pyridines using acetophenone, benzaldehyde, and 2-aminopyridine derivatives. The present protocol describes the easy purification methodology in the synthesis of 3-aroylimidazo[1,2-a]pyridines.



中文翻译:

使用多相氧化锡(IV)催化和碘促进的3-过渡芳族咪唑并[ 1,2 - a ]吡啶合成无过渡金属的级联反应

在环境空气气氛下,通过SnO 2 / I 2催化体系在甲苯中使用查尔酮和2-氨基吡啶实现了3-芳基咪唑并[ 1,2 - a ]吡啶的级联合成。在3-咪唑并[1,2]合成过程中,该催化剂对具有2-氨基吡啶,4-甲基2-氨基吡啶和5-甲基2-氨基吡啶的各种芳族和杂环查耳酮的广泛底物范围显示出高活性。-一个]吡啶。该方法进一步扩展为使用苯乙酮,苯甲醛和2-氨基吡啶衍生物一锅法合成3-芳基咪唑并[ 1,2 - a ]吡啶。本协议描述了3-芳基咪唑并[ 1,2 - a ]吡啶的合成中的简便纯化方法。

更新日期:2020-08-06
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