(1R,9R,10R)-10-(2-bromophenyl)-8-methylene-11,12-dioxatricyclo[7.2.1.0(2,7)]dodeca-2,4,6-triene | 1261994-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (1R,9R,10R)-10-(2-bromophenyl)-8-methylene-11,12-dioxatricyclo[7.2.1.0(2,7)]dodeca-2,4,6-triene
• 英文别名: (1R,9R,10R)-10-(2-bromophenyl)-8-methylidene-11,12-dioxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene
• CAS: 1261994-62-0
• 化学式: C₁₇H₁₃BrO₂
• 分子量: 329.193
• InChiKey: XEFZZNVZSMNAND-BRWVUGGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-1-(2-bromophenyl)prop-2-yn-1-ol 在 copper(l) iodide 、 三(2-呋喃基)膦 、 palladium diacetate 、 potassium carbonate 、 二环己胺 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 17.0h， 生成 (1R,9R,10R)-10-(2-bromophenyl)-8-methylene-11,12-dioxatricyclo[7.2.1.0(2,7)]dodeca-2,4,6-triene
  参考文献：
  名称：

  One-Pot Construction of Aza- or Oxa-Bridged Benzocycloheptanes from Readily Available 2,3-Allenyl Malonates or 2,3-Allenols ando-Iodobenzaldehyde or Imine

  摘要：

  A Pd(OAc)(2)-catalyzed reaction of 2,3-alkadienyl malonates or 2,3-allenols with o-lodobenzaldehyde or Its N-tosyl imine occurred smoothly In MeCN at 80 degrees C to form the oxa- or aza-bridged benzocycloheptane derivatives with Important biological potential. With the optically active 2,3-allenols, the absolute configurations of all the three chiral centers have been conveniently established.

  DOI：

  10.1021/ol102811x

文献信息

• One-Pot Construction of Aza- or Oxa-Bridged Benzocycloheptanes from Readily Available 2,3-Allenyl Malonates or 2,3-Allenols and<i>o</i>-Iodobenzaldehyde or Imine
  作者：Qiankun Li、Xinpeng Jiang、Chunling Fu、Shengming Ma

  DOI：10.1021/ol102811x

  日期：2011.2.4

  A Pd(OAc)(2)-catalyzed reaction of 2,3-alkadienyl malonates or 2,3-allenols with o-lodobenzaldehyde or Its N-tosyl imine occurred smoothly In MeCN at 80 degrees C to form the oxa- or aza-bridged benzocycloheptane derivatives with Important biological potential. With the optically active 2,3-allenols, the absolute configurations of all the three chiral centers have been conveniently established.