4-methylphenyl-[3-(2-methylthiophenyl)-1-trifluoromethylprop-2-ynylidene]amine | 1373128-05-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-methylphenyl-[3-(2-methylthiophenyl)-1-trifluoromethylprop-2-ynylidene]amine
• CAS: 1373128-05-2
• 化学式: C₁₈H₁₄F₃NS
• 分子量: 333.377
• InChiKey: QJIXHTBSCWSVAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-methylphenyl-[3-(2-methylthiophenyl)-1-trifluoromethylprop-2-ynylidene]amine 在 二(氰基苯)二氯化钯 、 sodium cyanoborohydride 、 对苯醌 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 、 溶剂黄146 为溶剂， 反应 6.25h， 生成 (E)-methyl 3-(2-(2,2,2-trifluoro-1-p-tolylethylamino)benzo[b]thiophen-3-yl)acrylate
  参考文献：
  名称：

  Heck-type coupling of intramolecularly-generated thiopalladacycles with alkenes: One pot syntheses of 3-alkenylbenzo[b]thiophenes

  摘要：

  A method for stoichiometric functionalization of benzothiophene is developed by Heck-type coupling of alkenes with intramolecularly-generated thiopalladacycles obtained from palladium salts and ortho-thioanisole-substituted propargyl imines. The synthetic strategy for preparing structurally diverse 3-alkenylbenzo[b]thiophene is also extended to 3-alkenylbenzo[b]selenophenes. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.02.009
• 作为产物：
  描述：

  1-乙炔基-2-(甲硫基)苯 、 Ethanimidoyl iodide, 2,2,2-trifluoro-N-(4-methylphenyl)- 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以73%的产率得到4-methylphenyl-[3-(2-methylthiophenyl)-1-trifluoromethylprop-2-ynylidene]amine
  参考文献：
  名称：

  Heck-type coupling of intramolecularly-generated thiopalladacycles with alkenes: One pot syntheses of 3-alkenylbenzo[b]thiophenes

  摘要：

  A method for stoichiometric functionalization of benzothiophene is developed by Heck-type coupling of alkenes with intramolecularly-generated thiopalladacycles obtained from palladium salts and ortho-thioanisole-substituted propargyl imines. The synthetic strategy for preparing structurally diverse 3-alkenylbenzo[b]thiophene is also extended to 3-alkenylbenzo[b]selenophenes. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.02.009