diethyl 2-methyl-2-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)malonate | 1548249-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl 2-methyl-2-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)malonate
• 英文别名: Diethyl 2-methyl-2-(1-methyl-2-oxopyridin-3-yl)propanedioate
• CAS: 1548249-55-3
• 化学式: C₁₄H₁₉NO₅
• 分子量: 281.309
• InChiKey: LUPKKJCGVLFQGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1-甲基-2-吡啶酮 、 Butyl 2-ethoxycarbothioylsulfanylpropanoate 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 为溶剂， 以70%的产率得到diethyl 2-methyl-2-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)malonate
  参考文献：
  名称：

  Manganese-Mediated C3-Selective Direct Alkylation and Arylation of 2-Pyridones with Diethyl Malonates and Arylboronic Acids

  摘要：

  A manganese-mediated dehydrogenative direct alkylation of 2-pyridones with diethyl malonates has been developed. A similar reaction system is applicable to the direct arylation with arylboronic acids. These manganese-based reactions occur regioselectively at the C3 position of the 2-pyridones. The observed high C3 regioselectivity can complement precedented C-H functionalization protocols of the 2-pyridones in view of the site selectivity.

  DOI：

  10.1021/jo4027885

文献信息

• Intermolecular Photocatalytic C–H Functionalization of Electron-Rich Heterocycles with Tertiary Alkyl Halides
  作者：Corey Stephenson、Elizabeth Swift、Theresa Williams

  DOI：10.1055/s-0035-1561320

  日期：——

  The coupling of tertiary alkyl halides with electron-rich arenes is promoted by visible-light photoredox catalysis. Tris[2-phenylpyridinato-C 2,N]iridium(III) [Ir(ppy)3] was the optimal catalyst, enabling direct reduction of the halide from the excited state, and thereby eliminating the requirement for a stoichiometric electron donor. High yields were obtained when the aromatic component was used in

  可见光光氧化还原催化促进叔烷基卤化物与富电子芳烃的偶联。三[2-苯基吡啶基-C 2,N] 铱(III) [Ir(ppy)3] 是最佳催化剂，能够直接还原激发态的卤化物，从而消除对化学计量电子供体的要求。当芳族组分使用过量时获得高产率，尽管等摩尔量仅提供略微降低的产率。该反应耐受许多官能团，包括烯丙基、酯、酰胺或氨基甲酸酯。该反应的效率已通过流动放大的证明得到提高，并且分离和表征了一种新的取代的 Ir(ppy)3 衍生物。