Ethyl 2-(6,11-dibenzoyl-4,5,5a,11a-tetrahydrofuro[2,3-a]phenazin-4-yl)acetate | 1381845-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: Ethyl 2-(6,11-dibenzoyl-4,5,5a,11a-tetrahydrofuro[2,3-a]phenazin-4-yl)acetate
• 英文别名: ethyl 2-(6,11-dibenzoyl-4,5,5a,11a-tetrahydrofuro[2,3-a]phenazin-4-yl)acetate
• CAS: 1381845-51-7
• 化学式: C₃₂H₂₈N₂O₅
• 分子量: 520.585
• InChiKey: MNDLFUZYLOETAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  80.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-oxo-1-((trimethylsilyl)ethynyl)bicyclo[4.1.0]heptane-7-carboxylate 在 tungsten pentacarbonyl tetrahydrofuran 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 22.0h， 生成 Ethyl 2-(6,11-dibenzoyl-4,5,5a,11a-tetrahydrofuro[2,3-a]phenazin-4-yl)acetate
  参考文献：
  名称：

  Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles

  摘要：

  A W(CO)(5).THF-catalyzed cycloisomerization of bicyclo[4.1.0] substrates to afford mono C4-substituted 4,5-dihydro-benzo[b]furans and -indoles is reported. The title compounds are versatile intermediates that lead to a range of fused bicycles including the cores of various furan-, benzofuran-, and indole-containing natural products. In many cases, the functionalization of the dihydro-benzo[b]furans and -indoles is orthogonal to that of the corresponding benzofurans and indoles and, thus, offers complementary approaches for synthesis.

  DOI：

  10.1021/ja3045647

文献信息

• Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[<i>b</i>]furans and -indoles
  作者：Ethan L. Fisher、Sidney M. Wilkerson-Hill、Richmond Sarpong

  DOI：10.1021/ja3045647

  日期：2012.6.20

  A W(CO)(5).THF-catalyzed cycloisomerization of bicyclo[4.1.0] substrates to afford mono C4-substituted 4,5-dihydro-benzo[b]furans and -indoles is reported. The title compounds are versatile intermediates that lead to a range of fused bicycles including the cores of various furan-, benzofuran-, and indole-containing natural products. In many cases, the functionalization of the dihydro-benzo[b]furans and -indoles is orthogonal to that of the corresponding benzofurans and indoles and, thus, offers complementary approaches for synthesis.