dimethyl (Z)-1-benzylidene-3-(1H-imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate | 1028981-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: dimethyl (Z)-1-benzylidene-3-(1H-imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate
• 英文别名: (Z)-dimethyl 1-benzylidene-3-(1H-imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate；dimethyl (3Z)-3-benzylidene-1-imidazol-1-yl-1H-indene-2,2-dicarboxylate
• CAS: 1028981-95-4
• 化学式: C₂₃H₂₀N₂O₄
• 分子量: 388.423
• InChiKey: VFHTZHLBFIGIEK-RGEXLXHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  咪唑 、 dimethyl 2-(2-(phenylethynyl)benzylidene)malonate 在 potassium tert-butylate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以93%的产率得到dimethyl (Z)-1-benzylidene-3-(1H-imidazol-1-yl)-1H-indene-2,2(3H)-dicarboxylate
  参考文献：
  名称：

  Sc(OTf)₃-Catalyzed or t-BuOK Promoted Tandem Reaction of 2-(2-(Alkynyl)benzylidene)malonate with Indole

  摘要：

  Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1H-indol-1-yl)-1H-indene-2,2(3H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1H-indole was obtained when Sc(OTf)(3) was utilized as catalyst at 50 degrees C.

  DOI：

  10.1021/ol800664z

文献信息

• Sc(OTf)₃-Catalyzed or <i>t</i>-BuOK Promoted Tandem Reaction of 2-(2-(Alkynyl)benzylidene)malonate with Indole
  作者：Ke Gao、Jie Wu

  DOI：10.1021/ol800664z

  日期：2008.6.5

  Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1H-indol-1-yl)-1H-indene-2,2(3H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1H-indole was obtained when Sc(OTf)(3) was utilized as catalyst at 50 degrees C.
• 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.