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Oxidant‐Mediated Nitrogenation and Recyclization of Imidazo[1,2‐a]pyridines with Sodium Azide: Synthesis of 4H‐Pyrido[1,2‐a][1,3,5]triazin‐4‐ones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2017-12-28 , DOI: 10.1002/adsc.201701480
Gangjian Cao 1 , Zhengkai Chen 1 , Jinyu Song 1 , Jianfeng Xu 1 , Maozhong Miao 1 , Hongjun Ren 1
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An expeditious and straightforward approach for the synthesis of 4H‐pyrido[1,2‐a][1,3,5]triazin‐4‐ones starting from readily available imidazo[1,2‐a]pyridines and sodium azide has been presented under aerobic oxidative conditions. The reaction proceeded well with the promotion of potassium persulfate/potassium permanganate with good functional group tolerance. A wide range of biologically valuable 4H‐pyrido[1,2‐a][1,3,5]triazin‐4‐one scaffolds were assembled by this methodology. The gram‐scale reaction was also achieved. A cascade nitrogenation and oxidative recyclization sequence could be involved in the reaction.

中文翻译:

叠氮化钠与氧化剂介导的咪唑并[1,2-a]吡啶的硝化和再循环:4H-吡啶并[1,2-a] [1,3,5]三嗪-4-酮的合成

从容易获得的咪唑并[1,2- a ]吡啶和叠氮化钠开始合成4 H-吡啶并[1,2- a ] [1,3,5]三嗪-4-的快速简便的方法在有氧氧化条件下出现。反应进行得很好,促进了过硫酸钾/高锰酸钾的吸收,并且具有良好的官能团耐受性。通过这种方法组装了多种具有生物学价值的4 H-吡啶并[1,2- a ] [1,3,5]三嗪-4-1支架。也实现了克级反应。反应中可能涉及级联的硝化和氧化再循环序列。
更新日期:2017-12-28
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