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Synthesis of 3-substituted 2-trifluomethyl imidazo[1,2-a]pyridine through [3+2] cycloaddition of pyridinium ylide with trifluoroacetonitrile
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2022-10-20 , DOI: 10.1016/j.tetlet.2022.154206
Biqiong Hong , Bo Lin , Yunfei Yao , Sailan Li , Zhiqiang Weng

A general approach to prepare 2-trifluoromethyl imidazo[1,2-a]pyridines by a [3+2] cycloaddition of pyridinium ylide with trifluoroacetonitrile is described. By using 2,2,2-trifluoroacetaldehyde O-(aryl)oxime as convenient precursor of trifluoroacetonitrile, the reaction exhibits a broad substrate scope of pyridinium ylides. The process is a scalable method for the synthesis of potentially bioactive class of 2-trifluoromethyl imidazo[1,2-a]pyridines.



中文翻译:

吡啶鎓叶立德与三氟乙腈[3+2]环加成合成3-取代2-三氟甲基咪唑并[1,2-a]吡啶

描述了通过吡啶鎓叶立德与三氟乙腈的 [3+2] 环加成制备 2-三氟甲基咪唑并 [1,2- a ] 吡啶的一般方法。通过使用 2,2,2-三氟乙醛 O-(芳基)肟作为三氟乙腈的便捷前体,该反应显示出广泛的吡啶鎓叶立德底物范围。该过程是一种可扩展的方法,用于合成具有潜在生物活性的 2-三氟甲基咪唑并 [1,2- a ] 吡啶类化合物。

更新日期:2022-10-20
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