N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5'-chloro-1'-oxospiro[cyclopentane-1,3'-furo[3,4-b][1]benzofuran]-7'-carboxamide

• 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: N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5'-chloro-1'-oxospiro[cyclopentane-1,3'-furo[3,4-b][1]benzofuran]-7'-carboxamide
• 化学式: C₂₃H₃₀ClNO₅Si
• 分子量: 464.033
• InChiKey: CLAQJTVTLJGHKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-乙炔基环戊醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 1,3-双(二苯基膦)丙烷 、 cesium acetate 、 N,N-二异丙基乙胺 、 肼 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5'-chloro-1'-oxospiro[cyclopentane-1,3'-furo[3,4-b][1]benzofuran]-7'-carboxamide
  参考文献：
  名称：

  Palladium-Mediated Intramolecular Carbonylative Annulation of o-Alkynylphenols To Synthesize Benzo[b]furo[3,4-d]furan-1-ones

  摘要：

  [GRAPHICS]The carbonylative annulation of o-alkynylphenols mediated by PdCl2(PPh3)(2) and dppp in the presence of CsOAc at 55 degreesC in acetonitrile under a balloon pressure of CO generates functionalized benzo[b]furo[3,4-d]furan-1-ones in good yields. This novel synthetic approach provides a highly efficient method for diversification of the benzofuran scaffold for combinatorial synthesis.

  DOI：

  10.1021/ol010033z

文献信息

• Palladium-Mediated Intramolecular Carbonylative Annulation of <i>o</i>-Alkynylphenols To Synthesize Benzo[<i>b</i>]furo[3,4-<i>d</i>]furan-1-ones
  作者：Youhong Hu、Zhen Yang

  DOI：10.1021/ol010033z

  日期：2001.5.1

  [GRAPHICS]The carbonylative annulation of o-alkynylphenols mediated by PdCl2(PPh3)(2) and dppp in the presence of CsOAc at 55 degreesC in acetonitrile under a balloon pressure of CO generates functionalized benzo[b]furo[3,4-d]furan-1-ones in good yields. This novel synthetic approach provides a highly efficient method for diversification of the benzofuran scaffold for combinatorial synthesis.