1-[3-bromo-2-(methoxymethyl)-1H-inden-1-yl]propan-2-one | 1265918-16-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1-[3-bromo-2-(methoxymethyl)-1H-inden-1-yl]propan-2-one
• CAS: 1265918-16-8
• 化学式: C₁₄H₁₅BrO₂
• 分子量: 295.176
• InChiKey: WVMLPGQCVKPUPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(3-甲氧基-1-丙炔)苯甲醛 在 palladium diacetate 、 溶剂黄146 、 lithium bromide 作用下， 以 甲苯 为溶剂， 反应 26.5h， 生成 1-[3-bromo-2-(methoxymethyl)-1H-inden-1-yl]propan-2-one
  参考文献：
  名称：

  Palladium(II)-Catalyzed Synthesis of Functionalized Indenes from o-Alkynylbenzylidene Ketones

  摘要：

  An efficient method for the synthesis of functionalized indenes from o-alkynylbenzylidene ketones under palladium(II) catalysis was developed. The reaction is initiated by trans-nucleopalladation of alkynes, followed by conjugate addition and quenched by protonolysis of the carbon palladium bond. With acetate and halide ions as nucleophiles, 3-acetoxy- and 3-halogen-substituted indenes could be obtained in high yields.

  DOI：

  10.1021/jo1023574

文献信息

• Palladium(II)-Catalyzed Synthesis of Functionalized Indenes from <i>o</i>-Alkynylbenzylidene Ketones
  作者：Feng Zhou、Xiuling Han、Xiyan Lu

  DOI：10.1021/jo1023574

  日期：2011.3.4

  An efficient method for the synthesis of functionalized indenes from o-alkynylbenzylidene ketones under palladium(II) catalysis was developed. The reaction is initiated by trans-nucleopalladation of alkynes, followed by conjugate addition and quenched by protonolysis of the carbon palladium bond. With acetate and halide ions as nucleophiles, 3-acetoxy- and 3-halogen-substituted indenes could be obtained in high yields.