1-(pentyloxy)-4-(phenylethynyl)benzene | 1380401-12-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(pentyloxy)-4-(phenylethynyl)benzene
• 英文别名: 1-Pentoxy-4-(2-phenylethynyl)benzene
• CAS: 1380401-12-6
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: VPDVSJCSCHSDBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(pentyloxy)-4-(phenylethynyl)benzene 在 palladium diacetate 、 二甲基亚砜 、 copper(ll) bromide 作用下， 反应 20.0h， 以85%的产率得到1-(4-pentyloxyphenyl)-2-phenylethane-1,2-dione
  参考文献：
  名称：

  Pd/Cu-catalyzed oxidation of alkynes into 1,2-diketones using DMSO as the oxidant

  摘要：

  A facile and practical method for the palladium/copper-catalyzed transformation of internal alkynes into 1,2-diketones has been described, affording the desired products in moderate to excellent yields. The mechanistic studies were also preliminarily pursued using diphenyl sulfoxide as the oxidant, and the diphenyl sulfide was isolated as the reduced product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.069
• 作为产物：
  描述：

  碘苯 、 4-乙炔基苯戊醚 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以82%的产率得到1-(pentyloxy)-4-(phenylethynyl)benzene
  参考文献：
  名称：

  Carbon carbon bond forming reactions: Application of covalently anchored 2,4,6-triallyloxy-1,3,5-triazine (TAT) Pd(II) complex over modified surface of SBA-15 to Heck, Suzuki, Sonogashira and Hiyama cross coupling reactions

  摘要：

  A highly active SBA-15-TAT-Pd(II) catalyst was synthesized from organofunctionalized SBA-15 and 2,4,6-triallyloxy-1,3,5-triazine. The catalyst was employed in carrying out Heck, "copper-free" Sonogashira, Suzuki and Hiyama cross coupling reactions. Under the optimized conditions the catalyst displays excellent catalytic activity in delivering the desired products in good to excellent yields. The catalytic system exhibited superior activity regarding the time taken for the completion of reaction, isolation, Pd loading (0.62 mmol%) and yields of products as compared to the earlier reported heterogeneous SBA-15 anchored Pd catalysts. The catalyst could be recycled and reused for five times without any appreciable loss of catalytic activity. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2015.05.013

文献信息

• Palladium-catalyzed aerobic oxidative cross-coupling of arylhydrazines with terminal alkynes
  作者：Yingwei Zhao、Qiuling Song

  DOI：10.1039/c5cc04111b

  日期：——

  The Pd-catalyzed aerobic oxidative coupling of arylhydrazines with terminal acetylenes was achieved under copper- and base-free conditions.

  在无铜和无碱条件下，芳基肼与末端乙炔经Pd催化的需氧氧化偶联。