1-[(Z)-1,4-bis(4-methylphenyl)but-1-en-3-ynyl]-4-ethyl-2-methylimidazole | 1340595-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[(Z)-1,4-bis(4-methylphenyl)but-1-en-3-ynyl]-4-ethyl-2-methylimidazole
• CAS: 1340595-20-1
• 化学式: C₂₄H₂₄N₂
• 分子量: 340.468
• InChiKey: DWQLEVFORZYMQV-GYRAYZOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲苯基乙炔 在 copper(l) iodide 、 1,10-菲罗啉 、 碘 、 sodium carbonate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 1-[(Z)-1,4-bis(4-methylphenyl)but-1-en-3-ynyl]-4-ethyl-2-methylimidazole 、
  参考文献：
  名称：

  Hydro-amination/-amidation of 1,3-diynes with indoles/azoles/amides under modified Ullmann conditions: stereo- and regio-selective synthesis of N-alkenynes via N–H bond activation

  摘要：

  An efficient strategy for the stereo- and regio-selective synthesis of N-alkenynes has been described. The salient feature of the reaction involves hydro-amination/amidation of 1,3-diynes with indoles/azoles/amides via transition-metal catalyzed activation of N-H bond. The resulting N-alkenynes derived from N-heterocycles and cyclic amides were obtained as a mixture of Z/E isomers with Z-stereoselectivity ranging from 60% to 95%. In contrast, acyclic amides afforded N-alkenynes with exclusive E-stereoselectivity, albeit in reduced yield ranging from similar to 10% to 41%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.079