2-苄基-3-(2-羟基苯基)异吲哚啉-1-酮 | 104563-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-苄基-3-(2-羟基苯基)异吲哚啉-1-酮
• 英文名称: 2-benzyl-3-(2-hydroxyphenyl)isoindolin-1-one
• 英文别名: 2-benzyl-3-(2-hydroxyphenyl)-3H-isoindol-1-one
• CAS: 104563-11-3
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: CRQPYXMAALZUPR-UHFFFAOYSA-N

物化性质

• 熔点：
  164 °C
• 沸点：
  467.0±45.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苄胺 、 2-(2-hydroxybenzoyl)benzaldehyde 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.02h， 以77%的产率得到2-苄基-3-(2-羟基苯基)异吲哚啉-1-酮
  参考文献：
  名称：

  N-Capping of Primary Amines with 2-Acyl-benzaldehydes To Give Isoindolinones

  摘要：

  A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild conditions to afford 3-substituted isoindolinones in high yield. The reaction represents a new option for the derivatization (N-capping) of primary amines. As the substrates are readily accessible the methodology opens a short and modular access to pharmaceutically relevant substituted isoindolinones.

  DOI：

  10.1021/ol202271k

文献信息

• Barili, Pier Luigi; Scartoni, Valerio, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1199 - 1202
  作者：Barili, Pier Luigi、Scartoni, Valerio

  DOI：——

  日期：——
• BARILI, P. L.;SCARTONI, V., J. HETEROCYCL. CHEM., 1985, 22, N 5, 1199-1202
  作者：BARILI, P. L.、SCARTONI, V.

  DOI：——

  日期：——
• <i>N</i>-Capping of Primary Amines with 2-Acyl-benzaldehydes To Give Isoindolinones
  作者：Daniel Augner、Dario C. Gerbino、Nikolay Slavov、Jörg-Martin Neudörfl、Hans-Günther Schmalz

  DOI：10.1021/ol202271k

  日期：2011.10.7

  A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild conditions to afford 3-substituted isoindolinones in high yield. The reaction represents a new option for the derivatization (N-capping) of primary amines. As the substrates are readily accessible the methodology opens a short and modular access to pharmaceutically relevant substituted isoindolinones.