2-bromo-1-ethynyl-3,4,5-trimethoxybenzene | 1246764-27-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-bromo-1-ethynyl-3,4,5-trimethoxybenzene
• CAS: 1246764-27-1
• 化学式: C₁₁H₁₁BrO₃
• 分子量: 271.111
• InChiKey: YDPNVIGWIQBIHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-iodo-1-methoxy-2-(methoxymethoxy)benzene 、 2-bromo-1-ethynyl-3,4,5-trimethoxybenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到4-(2-(2-bromo-3,4,5-trimethoxyphenyl)ethynyl)-1-methoxy-2-(methoxymethoxy)benzene
  参考文献：
  名称：

  Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

  摘要：

  A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.007
• 作为产物：
  描述：

  在 甲醇 、 potassium carbonate 作用下， 反应 1.0h， 生成 2-bromo-1-ethynyl-3,4,5-trimethoxybenzene
  参考文献：
  名称：

  Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

  摘要：

  A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.007

文献信息

• Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4
  作者：Evelia Rasolofonjatovo、Olivier Provot、Abdallah Hamze、Jérome Bignon、Sylviane Thoret、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1016/j.ejmech.2010.05.007

  日期：2010.9

  A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.