区域选择性O-烯丙基取代反应合成2-吡啶酮衍生物

Synthesis of 2-pyridone derivatives via regioselective O-allylic substitution reaction

  • 摘要: 报道了一种有机催化合成2-吡啶酮衍生物的方法. 以N-取代的3-羟基-2-吡啶酮和Morita-Baylis-Hillman (MBH)碳酸酯为原料,在亲核性有机胺催化下,经区域选择性O-烯丙基取代反应合成一系列含有2-吡啶酮片段的多官能团产物,产率51%~91%. 在温和的反应条件下实现了3-羟基-2-吡啶酮类化合物的羟基功能化.

     

    Abstract: A method of organocatalytic synthesis of 2-pyridone derivatives has been reported. Using N-substituted 3-hydroxy-2-pyridones and Morita-Baylis-Hillman (MBH) carbonates as raw materials, a series of multifunctional molecules featuring a 2-pyridone moiety were rapidly constructed in 51%−91% yields through nucleophilic amine-catalyzed regioselective O-allylic substitution reaction. Functionalization of OH group on N-substituted 3-hydroxy-2-pyridone compounds could be smoothly realized under the current reaction conditions.

     

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