5-Butyl-4-[2-(6-butyl-7-iodo-1,3-dihydro-2-benzofuran-4-yl)ethynyl]-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran | 1006049-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-Butyl-4-[2-(6-butyl-7-iodo-1,3-dihydro-2-benzofuran-4-yl)ethynyl]-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran
• CAS: 1006049-84-8
• 化学式: C₃₄H₃₃IO₂
• 分子量: 600.539
• InChiKey: MZTMXVGIUUQRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Butyl-4-[2-(6-butyl-7-iodo-1,3-dihydro-2-benzofuran-4-yl)ethynyl]-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran 、 苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以86%的产率得到5-Butyl-4-[2-[6-butyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran-4-yl]ethynyl]-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran
  参考文献：
  名称：

  Synthesis of multiply functionalized benzenes via ruthenium-catalyzed cycloaddition of diiododiynes

  摘要：

  Highly functionalized benzenes were precisely synthesized via multi-step processes consisting of ruthenium-catalyzed [2+2+2] cycloaddition of diiododiynes with an ethynylboronate or terminal alkynes, and subsequent chemo- and regio-selective palladium-catalyzed C-C bond-forming reactions of the resulting cycloadducts. The sequential cycloaddition/coupling process was applied to the synthesis of oligo(p-phenylene ethynylene)s. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.086
• 作为产物：
  描述：

  5-Butyl-4,7-diiodo-1,3-dihydro-isobenzofuran 、 5-Butyl-4-ethynyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 以 various solvent(s) 为溶剂， 反应 2.0h， 以69%的产率得到5-Butyl-4-[2-(6-butyl-7-iodo-1,3-dihydro-2-benzofuran-4-yl)ethynyl]-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran
  参考文献：
  名称：

  Synthesis of multiply functionalized benzenes via ruthenium-catalyzed cycloaddition of diiododiynes

  摘要：

  Highly functionalized benzenes were precisely synthesized via multi-step processes consisting of ruthenium-catalyzed [2+2+2] cycloaddition of diiododiynes with an ethynylboronate or terminal alkynes, and subsequent chemo- and regio-selective palladium-catalyzed C-C bond-forming reactions of the resulting cycloadducts. The sequential cycloaddition/coupling process was applied to the synthesis of oligo(p-phenylene ethynylene)s. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.086