(Z)-dimethyl 1-benzylidene-5-fluoro-3-(5-methyl-1H-benzo-[d]imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate | 1258791-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (Z)-dimethyl 1-benzylidene-5-fluoro-3-(5-methyl-1H-benzo-[d]imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate
• 英文别名: dimethyl (3Z)-3-benzylidene-6-fluoro-1-(6-methylbenzimidazol-1-yl)-1H-indene-2,2-dicarboxylate
• CAS: 1258791-11-5
• 化学式: C₂₈H₂₃FN₂O₄
• 分子量: 470.5
• InChiKey: MYNLKKQLFKXIGT-HMAPJEAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-甲基苯并咪唑 、 Dimethyl 2-[[5-fluoro-2-(2-phenylethynyl)phenyl]methylidene]propanedioate 在 potassium tert-butylate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以86%的产率得到(Z)-dimethyl 1-benzylidene-5-fluoro-3-(5-methyl-1H-benzo-[d]imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate
  参考文献：
  名称：

  Efficient Assembly of 1-(1H-Imidazol-1-yl)-3-methylene-1H-indenes via Tandem Reaction of (2-(Alkynyl)benzylidene)malonates with Imidazoles

  摘要：

  The tandem nucleophilic addition and 5-exo-cycliyition of (2-(alkynyl)benzylidene)malonates with imidazole derivatives in the presence of t-BuOK is reported. This reaction proceeds smoothly under mild conditions with high selectivity to afford the corresponding 1-(1H-imidazol-1-yl)3-methylene-1H-indene-2,2(3H)-dicarboxylates in good to excellent yields.

  DOI：

  10.1021/co100006g

文献信息

• Efficient Assembly of 1-(1<i>H</i>-Imidazol-1-yl)-3-methylene-1<i>H</i>-indenes via Tandem Reaction of (2-(Alkynyl)benzylidene)malonates with Imidazoles
  作者：Guanyinsheng Qiu、Qiuping Ding、Ke Gao、Yiyuan Peng、Jie Wu

  DOI：10.1021/co100006g

  日期：2011.1.10

  The tandem nucleophilic addition and 5-exo-cycliyition of (2-(alkynyl)benzylidene)malonates with imidazole derivatives in the presence of t-BuOK is reported. This reaction proceeds smoothly under mild conditions with high selectivity to afford the corresponding 1-(1H-imidazol-1-yl)3-methylene-1H-indene-2,2(3H)-dicarboxylates in good to excellent yields.