butyl (N-p-methylphenyl-isoindolin-1-on-3-yl)acetate | 871570-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: butyl (N-p-methylphenyl-isoindolin-1-on-3-yl)acetate
• 英文别名: butyl 2-[2-(4-methylphenyl)-3-oxo-1H-isoindol-1-yl]acetate
• CAS: 871570-97-7
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: JDQZEMMNTWBULJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  butyl (N-p-methylphenyl-isoindolin-1-on-3-yl)acetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以68%的产率得到N-p-methylphenyl-1,2,3,4-tetrahydro-1-oxoisoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Palladium mediated synthesis of isoindolinones and isoquinolinones

  摘要：

  The palladium-catalyzed reactions of 2-iodo-N-substituted benzamides 5-10 with acrylic esters 11-14 led to N-substituted-3-alkylisoindolinone esters 15-22 in good yields. The esters of isoindolinones 15-22 underwent hydrolysis reactions yielding the N-aryl-1,2,3,4-tetrahydro-1-oxoisoquinoline-3-carboxylic acid 26-31 in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.032
• 作为产物：
  描述：

  邻碘苯甲酰氯 在 bis(triphenylphosphine)palladium(II)-chloride 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 23.0h， 生成 butyl (N-p-methylphenyl-isoindolin-1-on-3-yl)acetate
  参考文献：
  名称：

  Palladium mediated synthesis of isoindolinones and isoquinolinones

  摘要：

  The palladium-catalyzed reactions of 2-iodo-N-substituted benzamides 5-10 with acrylic esters 11-14 led to N-substituted-3-alkylisoindolinone esters 15-22 in good yields. The esters of isoindolinones 15-22 underwent hydrolysis reactions yielding the N-aryl-1,2,3,4-tetrahydro-1-oxoisoquinoline-3-carboxylic acid 26-31 in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.032

文献信息

• Rh(III)-Catalyzed Tandem Oxidative Olefination−Michael Reactions between Aryl Carboxamides and Alkenes
  作者：Fen Wang、Guoyong Song、Xingwei Li

  DOI：10.1021/ol102241f

  日期：2010.12.3

  Rh(III)-catalyzed oxidative coupling reactions between benzamides or heteroaryl carboxamides and olefins have been developed. The vinylation product can further undergo a Michael reaction leading to gamma-lactam in the case of electron-withdrawing olefins.
• Palladium mediated synthesis of isoindolinones and isoquinolinones
  作者：Md. Wahab Khan、A.F.G. Masud Reza

  DOI：10.1016/j.tet.2005.09.032

  日期：2005.11

  The palladium-catalyzed reactions of 2-iodo-N-substituted benzamides 5-10 with acrylic esters 11-14 led to N-substituted-3-alkylisoindolinone esters 15-22 in good yields. The esters of isoindolinones 15-22 underwent hydrolysis reactions yielding the N-aryl-1,2,3,4-tetrahydro-1-oxoisoquinoline-3-carboxylic acid 26-31 in good yields. (c) 2005 Elsevier Ltd. All rights reserved.