1-Methyl-6-[methyl(prop-2-enyl)amino]-5-(2-phenylethynyl)quinolin-2-one | 1350890-42-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-Methyl-6-[methyl(prop-2-enyl)amino]-5-(2-phenylethynyl)quinolin-2-one
• 英文别名: 1-methyl-6-[methyl(prop-2-enyl)amino]-5-(2-phenylethynyl)quinolin-2-one
• CAS: 1350890-42-4
• 化学式: C₂₂H₂₀N₂O
• 分子量: 328.414
• InChiKey: PXEBSQDOUZRNEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Methyl-6-[methyl(prop-2-enyl)amino]-5-(2-phenylethynyl)quinolin-2-one 在 gold(III) chloride 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以95%的产率得到3,6-Dimethyl-2-phenyl-1-prop-2-enylpyrrolo[3,2-f]quinolin-7-one
  参考文献：
  名称：

  Gold-catalyzed heteroannulation and allyl migration: synthesis of highly functionalized indole derivatives

  摘要：

  Highly substituted indole derivatives have been prepared in good to excellent yields by a novel gold-catalyzed cyclization accompanied by [3,3]-migration of the allyl strategy. We have been able to introduce an allyl group at the Cl position of pyrano[3,2-e]indol-6(7H)-one and pyrrolo[3,2-f]quinolin-7(6H)-one moieties that provide a scope for further transformation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.108
• 作为产物：
  描述：

  1-Methyl-6-(methylamino)-5-(2-phenylethynyl)quinolin-2-one 、 3-溴丙烯 在 potassium carbonate 、 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 20.0h， 生成 1-Methyl-6-[methyl(prop-2-enyl)amino]-5-(2-phenylethynyl)quinolin-2-one
  参考文献：
  名称：

  Gold-catalyzed heteroannulation and allyl migration: synthesis of highly functionalized indole derivatives

  摘要：

  Highly substituted indole derivatives have been prepared in good to excellent yields by a novel gold-catalyzed cyclization accompanied by [3,3]-migration of the allyl strategy. We have been able to introduce an allyl group at the Cl position of pyrano[3,2-e]indol-6(7H)-one and pyrrolo[3,2-f]quinolin-7(6H)-one moieties that provide a scope for further transformation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.108

文献信息

• Gold-catalyzed heteroannulation and allyl migration: synthesis of highly functionalized indole derivatives
  作者：K.C. Majumdar、Somjit Hazra、B. Roy

  DOI：10.1016/j.tetlet.2011.09.108

  日期：2011.12

  Highly substituted indole derivatives have been prepared in good to excellent yields by a novel gold-catalyzed cyclization accompanied by [3,3]-migration of the allyl strategy. We have been able to introduce an allyl group at the Cl position of pyrano[3,2-e]indol-6(7H)-one and pyrrolo[3,2-f]quinolin-7(6H)-one moieties that provide a scope for further transformation. (C) 2011 Elsevier Ltd. All rights reserved.