(5,5-二氯-己-1-烯-4-基)-(3-苯基-丙-2-炔基)-胺 | 1022237-36-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (5,5-二氯-己-1-烯-4-基)-(3-苯基-丙-2-炔基)-胺
• 英文名称: (5,5-dichloro-hex-1-en-4-yl)-(3-phenyl-prop-2-ynyl)-amine
• 英文别名: 2,2-dichloro-N-(3-phenylprop-2-ynyl)hex-5-en-3-amine
• CAS: 1022237-36-0
• 化学式: C₁₅H₁₇Cl₂N
• 分子量: 282.213
• InChiKey: MYDPDNBCWXQWMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  but-3-enyl-(2,2-dichloro-propylidene)-amine 、 (苯乙炔基)三氟硼酸钾 在 三氟化硼乙醚 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以31%的产率得到(5,5-二氯-己-1-烯-4-基)-(3-苯基-丙-2-炔基)-胺
  参考文献：
  名称：

  Carbon–carbon bond formation via a tandem cationic 2-aza-Cope rearrangement–Lewis acid promoted Petasis reaction

  摘要：

  Potassium alkynyltrifluoroborates and potassium (2-phenyl)vinyltrifluoroborates react with N-3-butenyl-(2,2-dichloro-1-propylidene)amine in the presence of BF3 center dot Et2O as a Lewis acid to synthesize rearranged Mannich products. The reaction starts with a cationic 2-aza-Cope rearrangement of the imine, followed by the Lewis acid promoted borono-Mannich-type reaction on the rearranged imine to result in a new class of functionalized N-homoallylamines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.025

文献信息

• Carbon–carbon bond formation via a tandem cationic 2-aza-Cope rearrangement–Lewis acid promoted Petasis reaction
  作者：Sara Stas、Kourosch Abbaspour Tehrani、Georges Laus

  DOI：10.1016/j.tet.2008.02.025

  日期：2008.4

  Potassium alkynyltrifluoroborates and potassium (2-phenyl)vinyltrifluoroborates react with N-3-butenyl-(2,2-dichloro-1-propylidene)amine in the presence of BF3 center dot Et2O as a Lewis acid to synthesize rearranged Mannich products. The reaction starts with a cationic 2-aza-Cope rearrangement of the imine, followed by the Lewis acid promoted borono-Mannich-type reaction on the rearranged imine to result in a new class of functionalized N-homoallylamines. (c) 2008 Elsevier Ltd. All rights reserved.