N-{2-[(2-aminophenyl)ethynyl]phenyl}-4-methoxybenzamide | 1301267-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-{2-[(2-aminophenyl)ethynyl]phenyl}-4-methoxybenzamide
• 英文别名: N-[2-[2-(2-aminophenyl)ethynyl]phenyl]-4-methoxybenzamide
• CAS: 1301267-81-1
• 化学式: C₂₂H₁₈N₂O₂
• 分子量: 342.397
• InChiKey: RRFFNZAHROPHQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-{2-[(2-aminophenyl)ethynyl]phenyl}-4-methoxybenzamide 在 zinc dibromide 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以68%的产率得到6-(4-methoxyphenyl)indolo[1,2-c]quinazoline
  参考文献：
  名称：

  Assembly of indolo[1,2-c]quinazolines using ZnBr2-promoted domino hydroamination–cyclization

  摘要：

  An efficient protocol to generate indolo[1,2-c]quinazolines from acyclic alkyne substrates by ZnBr2-promated domino hydroamination-cyclization has been established. The dichotomous properties of zinc salts involving alkynophilicity and oxophilicity assure a one-pot formation of five- and six-membered nitrogen-containing rings in the skeleton. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.079
• 作为产物：
  描述：

  2-氨基苯乙炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-{2-[(2-aminophenyl)ethynyl]phenyl}-4-methoxybenzamide
  参考文献：
  名称：

  Assembly of indolo[1,2-c]quinazolines using ZnBr2-promoted domino hydroamination–cyclization

  摘要：

  An efficient protocol to generate indolo[1,2-c]quinazolines from acyclic alkyne substrates by ZnBr2-promated domino hydroamination-cyclization has been established. The dichotomous properties of zinc salts involving alkynophilicity and oxophilicity assure a one-pot formation of five- and six-membered nitrogen-containing rings in the skeleton. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.079

文献信息

• Facile Assembly of 11H-Indolo[3,2-c]quinoline by a Two-Step Protocol Involving a Regioselective 6-endo-Cyclization Promoted by the Hendrickson Reagent
  作者：Shaozhong Wang、Min Xu、Qiwen Hou、Huaqin Wang、Zhu-Jun Yao

  DOI：10.1055/s-0030-1258411

  日期：2011.2

  An expedient approach was developed to construct the 11H-indolo[3,2-c]quinoline scaffold starting from acyclic alkyne substrates. The five- and six-membered nitrogen-containing rings in the tetracyclic skeleton were elaborated efficiently by gold(III)-catalyzed 5-endo-dig cyclization and Hendrickson reagent promoted regioselective 6-endo cyclization.

  我们开发了一种便捷的方法，从无环烯烃底物开始构建 11H-吲哚并[3,2-c]喹啉支架。通过金（III）催化的 5-endo-dig 环化和亨德里克森试剂促进的区域选择性 6-endo 环化，四环骨架中的五元和六元含氮环得到了有效的阐述。
• Assembly of indolo[1,2-c]quinazolines using ZnBr2-promoted domino hydroamination–cyclization
  作者：Min Xu、Ke Xu、Shaozhong Wang、Zhu-Jun Yao

  DOI：10.1016/j.tetlet.2013.06.079

  日期：2013.8

  An efficient protocol to generate indolo[1,2-c]quinazolines from acyclic alkyne substrates by ZnBr2-promated domino hydroamination-cyclization has been established. The dichotomous properties of zinc salts involving alkynophilicity and oxophilicity assure a one-pot formation of five- and six-membered nitrogen-containing rings in the skeleton. (C) 2013 Elsevier Ltd. All rights reserved.