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Cascade Reaction of Isatins with 1,1-Enediamines: Synthesis of Multisubstituted Quinoline-4-carboxamides
Organic Letters ( IF 5.2 ) Pub Date : 2018-01-11 00:00:00 , DOI: 10.1021/acs.orglett.7b03803
Bao-Qu Wang 1 , Cong-Hai Zhang 1 , Xiao-Xue Tian 1 , Jun Lin 1 , Sheng-Jiao Yan 1
Affiliation  

A one-step methodology for the synthesis of multisubstituted quinoline-4-carboxamides was developed by simply refluxing a mixture of isatins 1 and various kinds of 1,1-enediamines 24 in a reaction catalyzed by NH2SO3H. As a result, a series of quinolone-4-carboxamides were produced through a novel cascade reaction mechanism. This reaction involved the formation of the quinoline ring accompanied by the formation of an amide bond in one step. Accordingly, this protocol is suitable for combinatorial and parallel syntheses of quinolone-4-carboxamide drugs or natural products.

中文翻译:

靛红与1,1-烯二胺的级联反应:多取代喹啉-4-羧酰胺的合成

对于多取代喹啉-4-甲酰胺的合成的一步方法学通过简单地回流靛红的混合物研制1和各种1,1- enediamines 2 - 4中由NH催化的反应2 SO 3 H.作为结果,通过一种新颖的级联反应机理生产了一系列喹诺酮-4-羧酰胺。该反应涉及一步形成喹啉环并伴有酰胺键的形成。因此,该方案适用于喹诺酮-4-羧酰胺药物或天然产物的组合和平行合成。
更新日期:2018-01-11
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