2-(4-methoxy-phenylethynyl)-6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene | 444336-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxy-phenylethynyl)-6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene
• 英文别名: 15-[2-(4-methoxyphenyl)ethyn-1-yl]-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecine；17-[2-(4-Methoxyphenyl)ethynyl]-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
• CAS: 444336-13-4
• 化学式: C₂₃H₂₆O₆
• 分子量: 398.456
• InChiKey: AZYFPMVTBCWCNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-methoxy-phenylethynyl)-6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene 在 二甲基亚砜 、 palladium dichloride 作用下， 反应 7.0h， 以79%的产率得到1-(4-methoxy-phenyl)-2-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-ethane-1,2-dione
  参考文献：
  名称：

  Synthesis of unsymmetrical hetaryl-1,2-diketones

  摘要：

  Oxidation of the triple bond in 4-alkynylpyrazoles 2a-e and acetylenic derivatives of the crown-ethers 7a,b with PdCl2-DMSO has been carried out to give unsymmetrical hetaryl-1,2-diketones 3a-e; 8a,b. Attempts to oxidize the triple bond in 5-alkynylpyrazole 6 and alkynylpyridines 5a,b and 9 failed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00025-x
• 作为产物：
  描述：

  4-碘苯甲醚 、 4'-乙炔基苯并15-冠-5 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 苯 为溶剂， 反应 3.5h， 以57%的产率得到2-(4-methoxy-phenylethynyl)-6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene
  参考文献：
  名称：

  摘要：

  Reactions of 4'-iodobenzo-15-crown-5 ether with ethynylarenes or 4'-ethynylbenzo-15-crown-5 ether with haloarenes in the presence of catalytic amounts of Pd-II complex salts, CuI, and Et3N gave 4'-(arylethynyl)benzo-15-crown-5 ethers in 55-80% yields.

  DOI：

  10.1023/a:1021311824043

文献信息

• ——
  作者：S. V. Klyatskaya、E. V. Tret"yakov、S. F. Vasilevsky

  DOI：10.1023/a:1021311824043

  日期：——

  Reactions of 4'-iodobenzo-15-crown-5 ether with ethynylarenes or 4'-ethynylbenzo-15-crown-5 ether with haloarenes in the presence of catalytic amounts of Pd-II complex salts, CuI, and Et3N gave 4'-(arylethynyl)benzo-15-crown-5 ethers in 55-80% yields.
• Synthesis of unsymmetrical hetaryl-1,2-diketones
  作者：Mehman S Yusubov、Galina A Zholobova、Sergey F Vasilevsky、Eugene V Tretyakov、David W Knight

  DOI：10.1016/s0040-4020(02)00025-x

  日期：2002.2

  Oxidation of the triple bond in 4-alkynylpyrazoles 2a-e and acetylenic derivatives of the crown-ethers 7a,b with PdCl2-DMSO has been carried out to give unsymmetrical hetaryl-1,2-diketones 3a-e; 8a,b. Attempts to oxidize the triple bond in 5-alkynylpyrazole 6 and alkynylpyridines 5a,b and 9 failed. (C) 2002 Elsevier Science Ltd. All rights reserved.