ethyl 2-(7-oxo-5,6-dihydro-4H-1-benzofuran-4-yl)acetate | 1381845-43-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-(7-oxo-5,6-dihydro-4H-1-benzofuran-4-yl)acetate
• CAS: 1381845-43-7
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: LJIHZQGFGBPSMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(7-oxo-5,6-dihydro-4H-1-benzofuran-4-yl)acetate 、 碘甲烷 在 lithium hexamethyldisilazane 、 diethylzinc 、 N,N-二甲基丙烯基脲 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.25h， 生成 、
  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
• 作为产物：
  描述：

  在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以57%的产率得到ethyl 2-(7-oxo-5,6-dihydro-4H-1-benzofuran-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