(E)-2-(4-phenylbenzylidene)-2,3-dihydrobenzofuran-3-ol | 1147869-70-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-(4-phenylbenzylidene)-2,3-dihydrobenzofuran-3-ol
• 英文别名: (2E)-2-[(4-phenylphenyl)methylidene]-3H-1-benzofuran-3-ol
• CAS: 1147869-70-2
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: MAMFUPVPPJHJSV-XSFVSMFZSA-N

物化性质

• 沸点：
  498.7±45.0 °C(predicted)
• 密度：
  1.253±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-乙炔联苯 、 水杨醛 在 silver fluoride 、 N,N-二异丙基乙胺 、 三环己基膦 作用下， 以 水 为溶剂， 以55%的产率得到(E)-2-(4-phenylbenzylidene)-2,3-dihydrobenzofuran-3-ol
  参考文献：
  名称：

  Water-Triggered, Counter-Anion-Controlled, and Silver−Phosphines Complex-Catalyzed Stereoselective Cascade Alkynylation/Cyclization of Terminal Alkynes with Salicylaldehydes

  摘要：

  A highly efficient alkynylation-cyclization of terminal alkynes with salicylaldehydes leading to substituted 2,3-dihydrobenzofuran-3-ol derivatives was developed by using Cy3P-silver complex as catalyst in water. Counter anions in the silver complex proved to be the key factor to Z/E stereoselectivity control. Aurones can also be obtained effectively from the cascade reaction followed by oxidation without further purification.

  DOI：

  10.1021/jo900079u

文献信息

• Water-Triggered, Counter-Anion-Controlled, and Silver−Phosphines Complex-Catalyzed Stereoselective Cascade Alkynylation/Cyclization of Terminal Alkynes with Salicylaldehydes
  作者：Min Yu、Rachid Skouta、Lei Zhou、Huan-feng Jiang、Xiaoquan Yao、Chao-Jun Li

  DOI：10.1021/jo900079u

  日期：2009.5.1

  A highly efficient alkynylation-cyclization of terminal alkynes with salicylaldehydes leading to substituted 2,3-dihydrobenzofuran-3-ol derivatives was developed by using Cy3P-silver complex as catalyst in water. Counter anions in the silver complex proved to be the key factor to Z/E stereoselectivity control. Aurones can also be obtained effectively from the cascade reaction followed by oxidation without further purification.