4-(E)-benzylidene-12-phenyl-1,2,3,4-tetrahydrobenzo[b]acridine-6,11-dione | 1070967-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(E)-benzylidene-12-phenyl-1,2,3,4-tetrahydrobenzo[b]acridine-6,11-dione
• 英文别名: (4E)-4-benzylidene-12-phenyl-2,3-dihydro-1H-benzo[b]acridine-6,11-dione
• CAS: 1070967-21-3
• 化学式: C₃₀H₂₁NO₂
• 分子量: 427.502
• InChiKey: RBOCCGXQAROXOC-DYTRJAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,4-萘醌 、 2-methyl-3-phenyl-7-phenylmethylidene-3,4,5,6,7,9-hexahydro-2H-indazole 反应 144.0h， 以30%的产率得到4-(E)-benzylidene-12-phenyl-1,2,3,4-tetrahydrobenzo[b]acridine-6,11-dione
  参考文献：
  名称：

  The synthesis of highly functionalised pyridines using Ghosez-type reactions of dihydropyrazoles

  摘要：

  The aza-Diels-Alder reaction of alpha beta-unsaturated hydrazones is a general methodology that has been applied both to the synthesis of natural products and to the development of multicomponent reactions. Trends have emerged as to the effect of substituents on the efficiency of this reaction with substituents at the C2 and C4-positions of the aza-diene in general suppressing the reaction. Here we report that 4,5-dihydropyrazoles can function as substrates in this process despite the presence of substituents at both of these positions. A one pot, four chemical step sequence carried out under standard thermal or microwave conditions results in the formation of the corresponding pyridine-containing compounds. The scope of the reaction is explored and additional insights into the proposed mechanism of this reaction are provided. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.063