triethyl 2-(6-methoxy-3-phenyl-1H-inden-2-yl)ethane-1,1,2-tricarboxylate | 1235590-39-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: triethyl 2-(6-methoxy-3-phenyl-1H-inden-2-yl)ethane-1,1,2-tricarboxylate
• CAS: 1235590-39-2
• 化学式: C₂₇H₃₀O₇
• 分子量: 466.531
• InChiKey: PCZPAKHLPQYOAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙烯三羧酸,三乙基酯 、 1-甲氧基-4-(1-苯基丙二烯基)苯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到triethyl 2-(6-methoxy-3-phenyl-1H-inden-2-yl)ethane-1,1,2-tricarboxylate
  参考文献：
  名称：

  Lewis Acid Promoted Reactions of Ethenetricarboxylates with Allenes: Synthesis of Indenes and γ-Lactones via Conjugate Addition/Cyclization Reaction

  摘要：

  Indenes are important core structures in organic chemistry. Few simple arylallenes have been used to construct indene skeletons by Friedel Crafts reaction. Lewis acid catalyzed reaction of ethenetricarboxylates 1 and arylallenes has been examined in this study. The reaction of arylallenes and ethenetricarboxylate triesters with SnCl4 gave indene derivatives efficiently, via a conjugate addition/Friedel-Crafts cyclization reaction. On the other hand, the reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate and arylallenes or alkylallenes with SnCl4 at -78 degrees C or room temperature and subsequent treatment with Et3N gave gamma-lactones. The reactions of triethyl ethenetricarboxylate and 1,1-dialkylallenes with SnCl4 at room temperature also gave gamma-lactones.

  DOI：

  10.1021/jo1009855

文献信息

• Lewis Acid Promoted Reactions of Ethenetricarboxylates with Allenes: Synthesis of Indenes and γ-Lactones via Conjugate Addition/Cyclization Reaction
  作者：Shoko Yamazaki、Yuko Yamamoto、Yugo Fukushima、Masachika Takebayashi、Tetsuma Ukai、Yuji Mikata

  DOI：10.1021/jo1009855

  日期：2010.8.6

  Indenes are important core structures in organic chemistry. Few simple arylallenes have been used to construct indene skeletons by Friedel Crafts reaction. Lewis acid catalyzed reaction of ethenetricarboxylates 1 and arylallenes has been examined in this study. The reaction of arylallenes and ethenetricarboxylate triesters with SnCl4 gave indene derivatives efficiently, via a conjugate addition/Friedel-Crafts cyclization reaction. On the other hand, the reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate and arylallenes or alkylallenes with SnCl4 at -78 degrees C or room temperature and subsequent treatment with Et3N gave gamma-lactones. The reactions of triethyl ethenetricarboxylate and 1,1-dialkylallenes with SnCl4 at room temperature also gave gamma-lactones.