2-(4-bromophenyl)-3-butyl-1-(phenylethynyl)-1,2-dihydroisoquinoline | 1200366-06-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(4-bromophenyl)-3-butyl-1-(phenylethynyl)-1,2-dihydroisoquinoline
• CAS: 1200366-06-8
• 化学式: C₂₇H₂₄BrN
• 分子量: 442.398
• InChiKey: RYMFSZFQIXHTBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.59
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-己炔-1-苯甲醛 、 苯乙炔 、 4-溴苯胺 在 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 、 (S,S)-2,6-双(4-异丙基-2-恶唑啉-2-基)吡啶 作用下， 以 dichloroethane 为溶剂， 以42%的产率得到2-(4-bromophenyl)-3-butyl-1-(phenylethynyl)-1,2-dihydroisoquinoline
  参考文献：
  名称：

  Pybox ligand-promoted copper(I)-catalyzed three-component tandem coupling-annulation of terminal alkynes, amines and ortho-alkynylaryl aldehydes

  摘要：

  Pybox ligand was utilized to promote a highly efficient, one-pot, copper(I)-catalyzed three-component tandem addition and cyclization of ortho-alkynylaryl aldehydes, primary amines, and terminal alkynes. Dihydroisoquinoline derivatives 2 were achieved with excellent to moderate yields. In some examples, water was found as an additive to activate the reaction with or without Pybox ligand. Compared with the reported methods, in which imine had to be pre-prepared and purified, the novel process provides a greener choice. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.095