One-Pot Synthesis of 3-Hydroxyquinolin-2(1H)-ones from N-Phenylacetoacetamide via PhI(OCOCF3)2-Mediated 伪-Hydroxylation and H2SO4-Promoted Int

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• 作者：Yucheng Yuan ; Rui Yang ; Daisy Zhang-Negrerie ; Junwei Wang ; Yunfei Du ; Kang Zhao
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：78
• 期：11
• 页码：5385-5392
• 全文大小：411K
• 年卷期：v.78,no.11(June 7, 2013)
• ISSN：1520-6904

文摘

A clean, one-pot synthesis of the biologically important 3-hydroxyquinolin-2(1H)-one compounds has been realized from the readily available N-phenylacetoacetamide derivatives through a PhI(OCOCF₃)₂-mediated 伪-hydroxylation and a H₂SO₄-promoted intramolecular condensation. The hydroxyl group in the generated 伪-hydroxylated intermediate can be well tolerated in the second H₂SO₄-promoted cyclization step.