ethyl 1',5'-dihydro-2'-methyl-2,5'-dioxospiro[acenaphthylene-1(2H),4'-4H-indeno[1,2-b]pyridine]-3'-carboxylate | 36074-43-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 1',5'-dihydro-2'-methyl-2,5'-dioxospiro[acenaphthylene-1(2H),4'-4H-indeno[1,2-b]pyridine]-3'-carboxylate
• 英文别名: ethyl 1,1',2,5'-tetrahydro-2'-methyl-2,5'-dioxospiro-[acenaphthylene-1(2H),4'-[4H]indeno[1,2-b]-pyridine]-3'-carboxylate；ethyl 2-methyl-2',5-dioxospiro[1H-indeno[1,2-b]pyridine-4,1'-acenaphthylene]-3-carboxylate
• CAS: 36074-43-8
• 化学式: C₂₇H₁₉NO₄
• 分子量: 421.452
• InChiKey: VOIWBHVUYKYSLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 3-氨基巴豆酸乙酯 、 苊醌 在 L-脯氨酸 作用下， 以 丙醇 为溶剂， 反应 10.0h， 以79%的产率得到ethyl 1',5'-dihydro-2'-methyl-2,5'-dioxospiro[acenaphthylene-1(2H),4'-4H-indeno[1,2-b]pyridine]-3'-carboxylate
  参考文献：
  名称：

  l-Proline: an efficient catalyst for the synthesis of new spirooxindoles

  摘要：

  l-Proline was found to be a versatile organocatalyst for the synthesis of new spirooxindole derivatives in good yields under mild reaction conditions using 1-propanol as a solvent.

  DOI：

  10.1007/s00706-011-0446-1

文献信息

• A New Four-Component Reaction for the Synthesis of Spiro[4H-indeno[1,2-b]pyridine-4,3′-[3H]indoles]
  作者：Afsaneh Feiz、Ghazaleh Imani Shakibaei、Zahra Yasaei、Hamid Reza Khavasi、Ayoob Bazgir

  DOI：10.1002/hlca.201100047

  日期：2011.9

  A new four‐component synthesis of spiro[4H‐indeno[1,2‐b]pyridine‐4,3′‐[3H]indoles] and spiro[acenaphthylene‐1(2H),4′‐[4H‐indeno[1,2‐b]pyridines] by the reaction of indane‐1,3‐dione, 1,3‐dicarbonyl compounds, isatins (=1H‐indole‐2,3‐diones) or acenaphthylene‐1,2‐dione, and AcONH4 in refluxing toluene in the presence of a catalytic amount of pyridine is reported.

  螺[4 H-茚并[1,2 - b ]吡啶-4,3 ′-[3 H ]吲哚]和螺[ ac ] -1（2 H），4′-[4 H -茚并[1,2- b ]吡啶]是通过茚满-1,3-二酮，1,3-二羰基化合物，靛红（= 1 H-吲哚-2,3-二酮）或1,2据报道，在催化量的吡啶存在下，二甲苯和AcONH 4在回流的甲苯中。
• l-Proline: an efficient catalyst for the synthesis of new spirooxindoles
  作者：Afshin Rajabi Khorrami、Parvin Kiani、Ayoob Bazgir

  DOI：10.1007/s00706-011-0446-1

  日期：2011.3

  l-Proline was found to be a versatile organocatalyst for the synthesis of new spirooxindole derivatives in good yields under mild reaction conditions using 1-propanol as a solvent.