2-fluoro-6-phenyl-10,11-dihydro-9H-cyclopenta[3,4]pyrazolo[5,1-a]isoquinoline | 1221497-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-fluoro-6-phenyl-10,11-dihydro-9H-cyclopenta[3,4]pyrazolo[5,1-a]isoquinoline
• 英文别名: 4-Fluoro-9-phenyl-10,11-diazatetracyclo[8.6.0.02,7.012,16]hexadeca-1(16),2(7),3,5,8,11-hexaene；4-fluoro-9-phenyl-10,11-diazatetracyclo[8.6.0.02,7.012,16]hexadeca-1(16),2(7),3,5,8,11-hexaene
• CAS: 1221497-75-1
• 化学式: C₂₀H₁₅FN₂
• 分子量: 302.351
• InChiKey: GIJCZKDYTFWJGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氟-2-(2-苯乙炔基)苯甲醛 、 环戊酮 在 对甲苯磺酰肼 、 phosphate potassium salt 、 silver trifluoromethanesulfonate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以68%的产率得到2-fluoro-6-phenyl-10,11-dihydro-9H-cyclopenta[3,4]pyrazolo[5,1-a]isoquinoline
  参考文献：
  名称：

  Facile Assembly of H ‐Pyrazolo[5,1‐ a ]isoquinolines via Silver Triflate‐Catalyzed One‐Pot Tandem Reaction of 2‐Alkynyl‐ benzaldehyde, Sulfonohydrazide, and Ketone or Aldehyde

  摘要：

  AbstractA novel and efficient route for the generation of H‐pyrazolo[5,1‐a]isoquinolines via silver triflate‐catalyzed one‐pot tandem reaction of 2‐alkynylbenzaldehyde, sulfonohydrazide, and ketone or aldehyde is described. This reaction proceeds with good functional group tolerance under mild conditions with high efficiency and excellent selectivity.

  DOI：

  10.1002/adsc.201000176

文献信息

• Tandem Reactions of <i>N</i>′-(2-Alkynylbenzylidene)hydrazides with Silyl Enolates: A Facile Route to <i>H</i>-Pyrazolo[5,1-<i>a</i>]isoquinolines
  作者：Xingxin Yu、Zhiyuan Chen、Xiaodi Yang、Jie Wu

  DOI：10.1021/cc1000314

  日期：2010.5.10

  A silver triflate-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with silyl enolate is described, which generates the unexpected H-pyrazolo[5,1-a]isoquinolines in good to excellent yields. Intramolecular cyclization, nucleophilic addition, condensation, and aromatization may be involved in the reaction process.

  描述了N '-（2-炔基亚苄基）酰肼与烯丙基甲硅烷基酯的三氟甲磺酸银催化串联反应，可产生出人意料的H-吡唑并[5,1- a ]异喹啉，收率高至优异。反应过程中可能涉及分子内环化，亲核加成，缩合和芳构化。
• Facile Assembly of <i>H</i> ‐Pyrazolo[5,1‐ <i>a</i> ]isoquinolines <i>via</i> Silver Triflate‐Catalyzed One‐Pot Tandem Reaction of 2‐Alkynyl‐ benzaldehyde, Sulfonohydrazide, and Ketone or Aldehyde
  作者：Xingxin Yu、Shengqing Ye、Jie Wu

  DOI：10.1002/adsc.201000176

  日期：2010.10.9

  AbstractA novel and efficient route for the generation of H‐pyrazolo[5,1‐a]isoquinolines via silver triflate‐catalyzed one‐pot tandem reaction of 2‐alkynylbenzaldehyde, sulfonohydrazide, and ketone or aldehyde is described. This reaction proceeds with good functional group tolerance under mild conditions with high efficiency and excellent selectivity.