1-(4-bromophenyl)-4-[3-(4-fluorophenyl)prop-2-yn-1-yl]piperazine | 1438890-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(4-bromophenyl)-4-[3-(4-fluorophenyl)prop-2-yn-1-yl]piperazine
• 英文别名: 1-(4-Bromophenyl)-4-[3-(4-fluorophenyl)prop-2-ynyl]piperazine；1-(4-bromophenyl)-4-[3-(4-fluorophenyl)prop-2-ynyl]piperazine
• CAS: 1438890-16-4
• 化学式: C₁₉H₁₈BrFN₂
• 分子量: 373.268
• InChiKey: MCMOLGNGKCYECR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氟苯乙炔 、 2-(N-phenylpiperazinyl-N'-methyl)-4,6-di-tert-butyl-phenol 在 N-溴代丁二酰亚胺(NBS) 、 copper(II) choride dihydrate 、 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以65%的产率得到1-(4-bromophenyl)-4-[3-(4-fluorophenyl)prop-2-yn-1-yl]piperazine
  参考文献：
  名称：

  Efficient One-Pot Synthesis of Propargylamines from Mannich Bases through a Retro-Mannich-Type Fragmentation

  摘要：

  An efficient one-pot synthesis of propargylamines is achieved by copper-catalyzed coupling of phenylacetylenes with Mannich bases through a chlorine(1+) or bromine(1+) ion-initiated retro-Mannich-type fragmentation under mild conditions. The Mannich bases are easily prepared from an electron-rich phenol, formaldehyde, and an amine. The protocol provides an appealing alternative for the construction of propargylamines by a simple one-pot procedure.

  DOI：

  10.1055/s-0032-1316862

文献信息

• Efficient One-Pot Synthesis of Propargylamines from Mannich Bases through a Retro-Mannich-Type Fragmentation
  作者：Yunyang Wei、Yefeng Zhu、Huishuang Zhao

  DOI：10.1055/s-0032-1316862

  日期：——

  An efficient one-pot synthesis of propargylamines is achieved by copper-catalyzed coupling of phenylacetylenes with Mannich bases through a chlorine(1+) or bromine(1+) ion-initiated retro-Mannich-type fragmentation under mild conditions. The Mannich bases are easily prepared from an electron-rich phenol, formaldehyde, and an amine. The protocol provides an appealing alternative for the construction of propargylamines by a simple one-pot procedure.