(E)-2-((6-methoxynaphthalen-2-yl)methylene)-2,3-dihydrobenzofuran-3-ol | 1147869-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-2-((6-methoxynaphthalen-2-yl)methylene)-2,3-dihydrobenzofuran-3-ol
• 英文别名: (2E)-2-[(6-methoxynaphthalen-2-yl)methylidene]-3H-1-benzofuran-3-ol
• CAS: 1147869-72-4
• 化学式: C₂₀H₁₆O₃
• 分子量: 304.345
• InChiKey: NCGPQJMIMCIRON-YBFXNURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.1
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙炔基-6-甲氧基萘 、 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57%的产率得到(E)-2-((6-methoxynaphthalen-2-yl)methylene)-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.