9-(trifluoromethyl)-5,6-dihydroindolo[2,1-a]isoquinoline | 1194283-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-(trifluoromethyl)-5,6-dihydroindolo[2,1-a]isoquinoline
• CAS: 1194283-49-2
• 化学式: C₁₇H₁₂F₃N
• 分子量: 287.284
• InChiKey: NMERDBNCYYDAQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3,4-dihydroisoquinolin-2(1H)-yl)-4-(trifluoromethyl)benzaldehyde 在 1-叔丁基-4,4,4-三(二甲氨基)-2,2-二[三(二甲氨基)-正膦亚基氨基]-2Λ5,4Λ5-连二(磷氮基化合物) 作用下， 以 苯 为溶剂， 以42%的产率得到9-(trifluoromethyl)-5,6-dihydroindolo[2,1-a]isoquinoline
  参考文献：
  名称：

  A direct synthesis of 5,6-dihydroindolo[2,1-a]isoquinolines that exhibit immunosuppressive activity

  摘要：

  Dihydroindolo[2,1-a]isoquinolines were synthesized from tetrahydroisoquinolines and alpha-fluoroaldehydes by a novel two-step procedure. These compounds exhibited significant immunosuppressive activity against IL-2, IL-10 and IFN-gamma. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.057

文献信息

• Intramolecular Dehydrative Coupling of Tertiary Amines and Ketones Promoted by KO-<i>t</i>-Bu/DMF: A New Synthesis of Indole Derivatives
  作者：Wen-tao Wei、Xue-jiao Dong、Shao-zhen Nie、Yan-yan Chen、Xue-jing Zhang、Ming Yan

  DOI：10.1021/ol402908m

  日期：2013.12.6

  A new synthesis of indole derivatives has been achieved through intramolecular dehydrative coupling of tertiary amines and ketones promoted by KO-t-Bu/DMF. The reaction probably proceeds via an α-amino alkyl radical pathway.

  通过KO- t- Bu / DMF促进的叔胺和酮的分子内脱水偶联，实现了吲哚衍生物的新合成。该反应可能通过α-氨基烷基自由基途径进行。
• A direct synthesis of 5,6-dihydroindolo[2,1-a]isoquinolines that exhibit immunosuppressive activity
  作者：George A. Kraus、Vinayak Gupta、Marian Kohut、Navrozedeep Singh

  DOI：10.1016/j.bmcl.2009.08.057

  日期：2009.10

  Dihydroindolo[2,1-a]isoquinolines were synthesized from tetrahydroisoquinolines and alpha-fluoroaldehydes by a novel two-step procedure. These compounds exhibited significant immunosuppressive activity against IL-2, IL-10 and IFN-gamma. (C) 2009 Elsevier Ltd. All rights reserved.