5-bromo-6-phenylbenzo[b]naphtho[2,1-d]furan | 1123866-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-bromo-6-phenylbenzo[b]naphtho[2,1-d]furan
• 英文别名: 5-Bromo-6-phenylnaphtho[1,2-b][1]benzofuran；5-bromo-6-phenylnaphtho[1,2-b][1]benzofuran
• CAS: 1123866-76-1
• 化学式: C₂₂H₁₃BrO
• 分子量: 373.249
• InChiKey: DBXHLPXSLPBIQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ethyl 2-(2-(2-phenylethynyl)phenyl)benzofuran-3-carboxylate 在 copper(ll) bromide 、 palladium(II) bromide 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以59%的产率得到5-bromo-6-phenylbenzo[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

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.