2-(4-pentyl-phenylethynyl)-quinoline | 1046451-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-pentyl-phenylethynyl)-quinoline
• 英文别名: 2-[2-(4-Pentylphenyl)ethynyl]quinoline；2-[2-(4-pentylphenyl)ethynyl]quinoline
• CAS: 1046451-48-2
• 化学式: C₂₂H₂₁N
• 分子量: 299.415
• InChiKey: WNEXJUUGFXHNGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-氯喹啉 、 4-戊基苯乙炔 在 palladium on activated charcoal copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 水 为溶剂， 反应 0.5h， 生成 2-(4-pentyl-phenylethynyl)-quinoline
  参考文献：
  名称：

  Synthesis of 2-alkynylquinolines from 2-chloro and 2,4-dichloroquinoline via Pd/C-catalyzed coupling reaction in water

  摘要：

  The Pd/C-CuI-PPh3 catalyst system facilitated Sonogashira coupling of 2-chloroquinoline and 2,4-dichloroquinoline with terminal alkynes in water without generating any significant side products. A variety of 2-alkynylquinolines were prepared from 2-chloroquinoline in good to excellent yields and the 2,4-dichloroquinoline afforded monosubstituted product i.e., 2-alkynyl-4-chloro quinoline with high regioselectivity. The methodology was found to be effective for the alkynylation of 1-chloroisoquinoline and 3-methyl-2-chloroquinoline. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.097

文献信息

• Synthesis of 2-alkynylquinolines from 2-chloro and 2,4-dichloroquinoline via Pd/C-catalyzed coupling reaction in water
  作者：Ellanki Amarender Reddy、Deepak Kumar Barange、Aminul Islam、K. Mukkanti、Manojit Pal

  DOI：10.1016/j.tet.2008.05.097

  日期：2008.7

  The Pd/C-CuI-PPh3 catalyst system facilitated Sonogashira coupling of 2-chloroquinoline and 2,4-dichloroquinoline with terminal alkynes in water without generating any significant side products. A variety of 2-alkynylquinolines were prepared from 2-chloroquinoline in good to excellent yields and the 2,4-dichloroquinoline afforded monosubstituted product i.e., 2-alkynyl-4-chloro quinoline with high regioselectivity. The methodology was found to be effective for the alkynylation of 1-chloroisoquinoline and 3-methyl-2-chloroquinoline. (c) 2008 Elsevier Ltd. All rights reserved.