5-Butyl-4-ethynyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran | 1006049-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 5-Butyl-4-ethynyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran
• 英文别名: 5-butyl-4-ethynyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran
• CAS: 1006049-83-7
• 化学式: C₂₂H₂₀O
• 分子量: 300.4
• InChiKey: TUSQPEHNOIVAOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  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 1.0h， 以83%的产率得到5-Butyl-4-[4-[5-butyl-7-(2-phenylethynyl)-1,3-dihydro-2-benzofuran-4-yl]buta-1,3-diynyl]-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：

  在 甲醇 、 potassium carbonate 作用下， 反应 1.0h， 以546.9 mg的产率得到5-Butyl-4-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

文献信息

• Synthesis of multiply functionalized benzenes via ruthenium-catalyzed cycloaddition of diiododiynes
  作者：Yoshihiko Yamamoto、Kozo Hattori

  DOI：10.1016/j.tet.2007.09.086

  日期：2008.1

  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.