1-[4-(4-Methoxyphenyl)-2-phenylpyridin-3-yl]ethanone | 1034842-62-0

• 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: 1-[4-(4-Methoxyphenyl)-2-phenylpyridin-3-yl]ethanone
• CAS: 1034842-62-0
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: VATXQVSZLBSHAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯基-3-丁炔-2-酮 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 、 copper(I) bromide 作用下， 以 甲醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 1-[4-(4-Methoxyphenyl)-2-phenylpyridin-3-yl]ethanone
  参考文献：
  名称：

  N-Propargylic β-Enaminones: Common Intermediates for the Synthesis of Polysubstituted Pyrroles and Pyridines

  摘要：

  N-Propargylic beta-enaminones have been used as common intermediates for the synthesis of polysubstituted pyrroles and pyridines. Best results have been obtained using DMSO as solvent. In the presence of CS(2)CO(3) N-propargylic beta-enaminones are cyclized to pyrroles in good to high yields, whereas omitting bases and using CuBr leads to the selective formation of pyridines.

  DOI：

  10.1021/ol800518j

文献信息

• Copper-Mediated Aerobic Synthesis of 3-Azabicyclo[3.1.0]hex-2-enes and 4-Carbonylpyrroles from <i>N</i>-Allyl/Propargyl Enamine Carboxylates
  作者：Kah Kah Toh、Yi-Feng Wang、Eileen Pei Jian Ng、Shunsuke Chiba

  DOI：10.1021/ja206580j

  日期：2011.9.7

  Synthetic methods for 3-azabicyclo[3.1.0] hex-2-enes and 4-carbonylpyrroles have been developed that use copper-mediated/catalyzed reactions of N-allyl/propargyl enamine carboxylates under an O-2 atmosphere and involve intramolecular cyclopropanation and carbooxygenation, respectively. These methodologies take advantage of orthogonal modes of chemical reactivity of readily available N-allyl/propargyl enamine carboxylates; the complementary pathways can be accessed by slight modification of the reaction conditions.