Approach to Polysubstituted 4-Pyridones from N-Aryl Acetoacetamides via a N to C 1,3-Acyl Migration Mediated by Sodium Persulfate
Approach to Polysubstituted 4-Pyridones from N-Aryl Acetoacetamides via a N to C 1,3-Acyl Migration Mediated by Sodium Persulfate
复制标题
通过过硫酸钠介导的 N 到 C 1,3-酰基迁移从 N-芳基乙酰乙酰胺制备多取代 4-吡啶酮的方法
DOI：
10.1021/jo3010217
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发表时间：
2012-09-07
影响因子：
3.6
通讯作者：
Zhang, Guisheng
中科院分区：
文献类型：
--
作者：
Zhang, Zhiguo;Fang, Shiliang;Zhang, Guisheng
在过硫酸钠(Na(2)S(2)0(8))的介导下，通过N-芳基乙酰乙酰胺的自缩合合成了一系列多取代的4-吡啶酮，在此过程中涉及一种新的N到C 1,3-酰基的迁移。 X射线衍射分析明确证实了4-吡啶酮的结构。然而，N-苄基乙酰乙酰胺在相同条件下自缩合得到多取代的2-吡啶酮而不是4-吡啶酮。
Mediated by sodium persulfate (Na(2)S(2)0(8)), a series of polysubstituted 4-pyridones were synthesized via self-condensation of N-aryl acetoacetamides, during which a novel N to C 1,3-acyl migration should be involved. The structure of 4-pyridone was unequivocally confirmed by X-ray diffraction analysis. However, the self-condensation of N-benzyl acetoacetamides under the same condition gave polysubstituted 2-pyridones instead of 4-pyridones.