cis-3-(4-bromophenyl)-2-(4-chlorophenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: cis-3-(4-bromophenyl)-2-(4-chlorophenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid
• 英文别名: 3-(4-bromophenyl)-2-(4-chlorophenyl)-1-oxo-1,2,3,4-tetrahydro-isoquinoline-4-carboxylic acid；(3S,4R)-3-(4-bromophenyl)-2-(4-chlorophenyl)-1-oxo-3,4-dihydroisoquinoline-4-carboxylic acid
• 化学式: C₂₂H₁₅BrClNO₃
• 分子量: 456.723
• InChiKey: RSSCADNBJGFSSK-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-溴苯基)-N-(4-氯苯基)甲亚胺 、 高邻苯二甲酸酐 在 potassium aluminum sulfate 作用下， 以 乙腈 为溶剂， 反应 7.5h， 以85%的产率得到cis-3-(4-bromophenyl)-2-(4-chlorophenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid
  参考文献：
  名称：

  KAl(SO4)2·12H2O: An Efficient Catalyst for the Stereoselective Synthesis of cis- Isoquinolonic Acids

  摘要：

  KAl(SO4)(2).12H(2)O is found to catalyze efficiently the stereoselective cyclocondensation of homophthlic anhydride with imines under mild conditions to afford the corresponding cis-isoquinolonic acids in good yields.

  DOI：

  10.3987/com-04-10121

文献信息

• A Stereoselective Three-Component Reaction:  KAl(SO₄)₂·12H₂O, an Efficient and Reusable Catalyst for the One-Pot Synthesis of <i>cis-</i>Isoquinolonic Acids
  作者：Javad Azizian、Ali A. Mohammadi、Ali R. Karimi、Mohammad R. Mohammadizadeh

  DOI：10.1021/jo049138g

  日期：2005.1.1

  KAl(SO4)2·12H2O is found to catalyze efficiently the stereoselective one-pot three-component cyclocondensation of homophthalic anhydride, aldehydes, and amines under mild conditions to afford the corresponding cis-isoquinolonic acids in good yields.

  发现KAl（SO 4）2 ·12H 2 O在温和条件下能有效催化高选择性的邻苯二甲酸，醛和胺的立体选择性一锅三组分环缩合反应，从而以良好的收率提供相应的顺式-异喹啉酸。
• A stereoselective three-component reaction: One-pot synthesis of<i>cis</i>-isoquinolonic acids catalyzed by silica sulfuric acid under mild and heterogeneous conditions
  作者：Javad Azizian、Ali A. Mohammadi、Ebrahim Soleimani、Ali R. Karimi、Mohammad R. Mohammadizadeh

  DOI：10.1002/jhet.5570430129

  日期：2006.1

  A mild and stereoselective three-component one-step synthesis of cis-isoquinolonic acid using silica sulfuric acid as a heterogeneous catalyst from an aldehyde, amine and homophthalic anhydride in acetonitrile is described. This new method produces pure products in high yields (81-91%).

  描述了一种温和且立体选择性的三组分一步法合成顺式-异喹啉酸，该反应使用二氧化硅硫酸作为乙腈中的醛，胺和高邻苯二甲酸酐作为多相催化剂。这种新方法可以高收率（81-91％）生产纯净的产品。
• KAl(SO4)2·12H2O: An Efficient Catalyst for the Stereoselective Synthesis of cis- Isoquinolonic Acids
  作者：Javad Azizian、Ali A. Mohammadi、Ali R. Karimi、Mohammad R. Mohammadizadeh、M. Koohshari

  DOI：10.3987/com-04-10121

  日期：——

  KAl(SO4)(2).12H(2)O is found to catalyze efficiently the stereoselective cyclocondensation of homophthlic anhydride with imines under mild conditions to afford the corresponding cis-isoquinolonic acids in good yields.