dimethyl 1-phenyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl 1-phenyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate
• 英文别名: dimethyl 1-phenyl-3,4-dihydro-1H-naphthalene-2,2-dicarboxylate
• 化学式: C₂₀H₂₀O₄
• 分子量: 324.376
• InChiKey: PIYKNIGWCKYTSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(o-iodophenyl)ethyl methanesulfonate 在 六甲基磷酰三胺 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.33h， 生成 dimethyl 1-phenyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate
  参考文献：
  名称：

  Cyclization of η³-Benzylpalladium Intermediates Derived from Carbene Insertion

  摘要：

  Migratory insertion of benzylidene carbene ligands into arylpalladium(II) species generates η(3)-benzylpalladium intermediates that can cyclize to generate five- and six-membered rings with new sp(3) centers. The reaction tolerates a range of arene functional groups and stabilized enolates. The products generated through this reaction are 1-arylindanes and 1-aryltetralins that are common to a range of natural products.

  DOI：

  10.1021/ol502813u

文献信息

• Cyclization of η³-Benzylpalladium Intermediates Derived from Carbene Insertion
  作者：Eugene S. Gutman、Vanessa Arredondo、David L. Van Vranken

  DOI：10.1021/ol502813u

  日期：2014.10.17

  Migratory insertion of benzylidene carbene ligands into arylpalladium(II) species generates η(3)-benzylpalladium intermediates that can cyclize to generate five- and six-membered rings with new sp(3) centers. The reaction tolerates a range of arene functional groups and stabilized enolates. The products generated through this reaction are 1-arylindanes and 1-aryltetralins that are common to a range of natural products.