ethyl 2-(2-(2-o-tolylethynyl)phenyl)benzofuran-3-carboxylate | 1123867-02-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: ethyl 2-(2-(2-o-tolylethynyl)phenyl)benzofuran-3-carboxylate
• 英文别名: Ethyl 2-[2-[2-(2-methylphenyl)ethynyl]phenyl]-1-benzofuran-3-carboxylate
• CAS: 1123867-02-6
• 化学式: C₂₆H₂₀O₃
• 分子量: 380.443
• InChiKey: BKNXAYGENGFKBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-(2-o-tolylethynyl)phenyl)benzofuran-3-carboxylate 在 copper(ll) bromide 、 palladium(II) bromide 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以89%的产率得到5-bromo-6-o-tolylbenzo[b]naphtho[2,1-d]furan
  参考文献：
  名称：

  Halopalladation/Decarboxylation/Carbon−Carbon Forming Domino Process: Synthesis of 5-Halo-6-substituted Benzo[b]naphtho[2,1-d]furans

  摘要：

  A novel and general holopalladation/decarboxylation/carbon - carbon forming domino protocol is described for the synthesis of 5-halo-6-substituted benzo[b]naphtho[2,1-d]furans. The protocol represents the first example of trapping the sigma-vinylpalladium intermediate, generated from halopalladation of alkynes, by the decarboxylative coupling reaction.

  DOI：

  10.1021/ol8029752
• 作为产物：
  描述：

  ethyl 2-(2-bromophenyl)benzofuran-3-carboxylate 、 2-乙炔基甲苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 2-(2-(2-o-tolylethynyl)phenyl)benzofuran-3-carboxylate
  参考文献：
  名称：

  Halopalladation/Decarboxylation/Carbon−Carbon Forming Domino Process: Synthesis of 5-Halo-6-substituted Benzo[b]naphtho[2,1-d]furans

  摘要：

  A novel and general holopalladation/decarboxylation/carbon - carbon forming domino protocol is described for the synthesis of 5-halo-6-substituted benzo[b]naphtho[2,1-d]furans. The protocol represents the first example of trapping the sigma-vinylpalladium intermediate, generated from halopalladation of alkynes, by the decarboxylative coupling reaction.

  DOI：

  10.1021/ol8029752

文献信息

• Halopalladation/Decarboxylation/Carbon−Carbon Forming Domino Process: Synthesis of 5-Halo-6-substituted Benzo[<i>b</i>]naphtho[2,1-<i>d</i>]furans
  作者：Xiao-Cheng Huang、Feng Wang、Yun Liang、Jin-Heng Li

  DOI：10.1021/ol8029752

  日期：2009.3.5

  A novel and general holopalladation/decarboxylation/carbon - carbon forming domino protocol is described for the synthesis of 5-halo-6-substituted benzo[b]naphtho[2,1-d]furans. The protocol represents the first example of trapping the sigma-vinylpalladium intermediate, generated from halopalladation of alkynes, by the decarboxylative coupling reaction.