3-(5-hydroxy-pentylidene)-3H-isobenzofuran-1-one

• 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: 3-(5-hydroxy-pentylidene)-3H-isobenzofuran-1-one
• 英文别名: (3Z)-3-(5-hydroxypentylidene)-2-benzofuran-1-one
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: UQUSUZFIQQNABO-WQLSENKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-己炔-1-醇 、 2-碘苯甲酸 在 甲烷 、 钯 三乙烯二胺 、 sodium acetate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以59%的产率得到3-(5-hydroxy-pentylidene)-3H-isobenzofuran-1-one
  参考文献：
  名称：

  Synthesis of phthalides via Pd/CNTs-catalyzed reaction of terminal alkynes and o-iodobenzoic acid under copper- and ligand-free conditions

  摘要：

  A phosphine- and copper-free protocol for the synthesis of phthalides via Pd/CNTs-catalyzed tandem coupling-cyclization process has been developed. The palladium immobilized on CNTs showed high catalytic activity, and the reactions with a variety of terminal alkynes and o-iodobenoic acid proceeded smoothly to give phthalides in moderate to good yields catalyzed by 0.1% mmol Pd/CNTs. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.170

文献信息

• Synthesis of phthalides via Pd/CNTs-catalyzed reaction of terminal alkynes and o-iodobenzoic acid under copper- and ligand-free conditions
  作者：Lei Zhou、Huan-Feng Jiang

  DOI：10.1016/j.tetlet.2007.09.170

  日期：2007.11

  A phosphine- and copper-free protocol for the synthesis of phthalides via Pd/CNTs-catalyzed tandem coupling-cyclization process has been developed. The palladium immobilized on CNTs showed high catalytic activity, and the reactions with a variety of terminal alkynes and o-iodobenoic acid proceeded smoothly to give phthalides in moderate to good yields catalyzed by 0.1% mmol Pd/CNTs. (c) 2007 Elsevier Ltd. All rights reserved.