Approach to Polysubstituted 4-Pyridones from N-Aryl Acetoacetamides via a N to C 1,3-Acyl Migration Mediated by Sodium Persulfate |
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Authors: | Zhiguo Zhang Shiliang Fang Qingfeng Liu Guisheng Zhang |
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Institution: | College of Chemistry and Environmental Science, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University , Xinxiang 453007, China. |
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Abstract: | Mediated by sodium persulfate (Na(2)S(2)O(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. |
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