2-(4-methylbenzylidene)-5-methylbenzofuran-3(2H)-one | 61976-50-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: 2-(4-methylbenzylidene)-5-methylbenzofuran-3(2H)-one
• 英文别名: 2-(p-Methylbenzylideno)-5-methylbenzofuran-3-on；2-(p-Methylbenzylideno)-5-methylbenzo[b]furan-3-on；(E)-5-Methyl-2-(4-methylbenzylidene)benzofuran-3(2H)-one；(2E)-5-methyl-2-[(4-methylphenyl)methylidene]-1-benzofuran-3-one
• CAS: 61976-50-9
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: LUWYHAQLRBWRLH-MHWRWJLKSA-N

物化性质

• 沸点：
  425.6±45.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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-溴-4-甲基苯酚 、 一氧化碳 、 4-甲苯基乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 1-methyl-2-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)-1H-benzo[d]imidazole 、 二正丙胺 、 二异丙胺 作用下， 130.0 ℃ 、2.0 MPa 条件下， 反应 24.0h， 以71%的产率得到2-(4-methylbenzylidene)-5-methylbenzofuran-3(2H)-one
  参考文献：
  名称：

  Construction of the flavones and aurones through regioselective carbonylative annulation of 2-bromophenols and terminal alkynes

  摘要：

  The easily available and efficient catalyst containing a benzimidazolium ligand and PdCl2(PPh3)(2) demonstrated excellent catalytic activity to construct the flavones and aurones, respectively. This reaction can be operated under mild conditions, affording the desired products in moderate to good yields. This protocol was used to prepare the flavones and aurones by a slight modification of amines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.043

文献信息

• Construction of the flavones and aurones through regioselective carbonylative annulation of 2-bromophenols and terminal alkynes
  作者：Jianming Liu、Muwen Liu、Yuanyuan Yue、Ningfei Zhang、Yuanli Zhang、Kelei Zhuo

  DOI：10.1016/j.tetlet.2013.01.043

  日期：2013.4

  The easily available and efficient catalyst containing a benzimidazolium ligand and PdCl2(PPh3)(2) demonstrated excellent catalytic activity to construct the flavones and aurones, respectively. This reaction can be operated under mild conditions, affording the desired products in moderate to good yields. This protocol was used to prepare the flavones and aurones by a slight modification of amines. (C) 2013 Elsevier Ltd. All rights reserved.