2,6-bis[phenylmethylidene]cyclohexanone | 251909-30-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,6-bis[phenylmethylidene]cyclohexanone
• 英文别名: 2,6-dibenzylidene-cyclohexanone；(2Z,6Z)-2,6-dibenzylidenecyclohexanone；(2Z,6Z)-2,6-dibenzylidenecyclohexan-1-one
• CAS: 251909-30-5
• 化学式: C₂₀H₁₈O
• 分子量: 274.362
• InChiKey: CTKKGXDAWIAYSA-DJTQBEGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(3-hydrazinylpropyl)morpholine 、 2,6-bis[phenylmethylidene]cyclohexanone 以 甲醇 为溶剂， 生成 7-benzylidene-2-(3-morpholin-4-yl-propyl)-3-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole
  参考文献：
  名称：

  双环吡唑啉，潜在的中枢神经系统抑制剂和抗炎药。

  摘要：

  描述了一系列34个取代的双环吡唑啉的合成和CNS活性。还筛选了其中的10种化合物的抗炎活性。一种化合物（15）在角叉菜胶诱导的水肿试验中显示出显着的抗炎活性。

  DOI：

  10.1021/jm00188a018
• 作为产物：
  描述：

  2,6-bis(benzylidene)cyclohexanone 以 氘代二甲亚砜 为溶剂， 反应 730.5h， 生成 2,6-bis[phenylmethylidene]cyclohexanone 、 2,6-bis[phenylmethylidene]cyclohexanone
  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