7 butylphthalide

• 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: 7 butylphthalide
• 英文别名: 7-butyl-3H-2-benzofuran-1-one
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: MHVMYQXACXYXAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  一氧化碳 、 2-丙炔-1-醇 、 diisopropyl hex-1-yn-1-yl boronate 、 乙炔 在 chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 、 palladium diacetate 、 三苯基膦 、 对苯醌 作用下， 以 1,2-二氯乙烷 、 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 26.0h， 以61%的产率得到7 butylphthalide
  参考文献：
  名称：

  Cp*RuCl-Catalyzed Formal Intermolecular Cyclotrimerization of Three Unsymmetrical Alkynes through a Boron Temporary Tether:  Regioselective Four-Component Coupling Synthesis of Phthalides

  摘要：

  Highly substituted phthalides were efficiently synthesized by sequential Cp*RuCl-catalyzed cyclotrimerization of alkynylboronates, propargyl alcohols, and terminal alkynes and palladium(II)-catalyzed carbonylation of the resultant arylboronates. The intermediate arylboronate was isolated and unambiguously characterized by X-ray crystallography. The perfect regioselectivity of the ruthenium-catalyzed formal intermolecular cyclotrimerization was discussed on the basis of the density functional calculations of a boraruthenacycle intermediate.

  DOI：

  10.1021/ja051377d

文献信息

• Cp*RuCl-Catalyzed Formal Intermolecular Cyclotrimerization of Three Unsymmetrical Alkynes through a Boron Temporary Tether:  Regioselective Four-Component Coupling Synthesis of Phthalides
  作者：Yoshihiko Yamamoto、Jun-ichi Ishii、Hisao Nishiyama、Kenji Itoh

  DOI：10.1021/ja051377d

  日期：2005.7.1

  Highly substituted phthalides were efficiently synthesized by sequential Cp*RuCl-catalyzed cyclotrimerization of alkynylboronates, propargyl alcohols, and terminal alkynes and palladium(II)-catalyzed carbonylation of the resultant arylboronates. The intermediate arylboronate was isolated and unambiguously characterized by X-ray crystallography. The perfect regioselectivity of the ruthenium-catalyzed formal intermolecular cyclotrimerization was discussed on the basis of the density functional calculations of a boraruthenacycle intermediate.