(Z)-1-(phenylmethylene)-1H-isoindol-3-amine

• 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
• 英文名称: (Z)-1-(phenylmethylene)-1H-isoindol-3-amine
• 英文别名: 1-Benzyliden-3-amino-1H-isoindol；(3Z)-3-benzylideneisoindol-1-amine
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: PHOILJKYFSTXLY-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-1-(phenylmethylene)-1H-isoindol-3-amine 以 甲苯 为溶剂， 反应 2.0h， 以82%的产率得到
  参考文献：
  名称：

  Synthesis of a Class of Core-Modified Aza-BODIPY Derivatives

  摘要：

  The convenient synthesis of a new class of conjugated aza-BODIPY derivatives from readily available precursors has been achieved. The new materials bear dose structural similarity to BODIPYs but differ significantly in electronic configuration from known derivatives, leading to markedly different absorption and emission properties.

  DOI：

  10.1021/jo501863t
• 作为产物：
  描述：

  2-溴苯甲酰胺 、 苯乙炔 在 双(乙腈)氯化钯(II) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以83%的产率得到(Z)-1-(phenylmethylene)-1H-isoindol-3-amine
  参考文献：
  名称：

  Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: access to 3-(phenylmethylene)isoindolin-1-ones and related heterocycles

  摘要：

  An efficient microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones is reported via a copper-free Sonogashira coupling and a regioselective 5-exo-dig cycloisomerization. This domino reaction was also extended to other related heterocycles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.070

文献信息

• Synthesis of Meso-Substituted Subphthalocyanine-Subporphyrin Hybrids: Boron Subtribenzodiazaporphyrins
  作者：Sonia Remiro-Buenamañana、Alejandro Díaz-Moscoso、David L. Hughes、Manfred Bochmann、Graham J. Tizzard、Simon J. Coles、Andrew N. Cammidge

  DOI：10.1002/anie.201502662

  日期：2015.6.22

  The first syntheses of hybrid structures that lie between subphthalocyanines and subporphyrins are reported. The versatile single‐step synthetic method uses a preformed aminoisoindolene to provide the bridging methine unit and its substituent while trialkoxyborates simultaneously act as Lewis acid, template, and provider of the apical substituent. The selection of each component therefore allows for

  报道了位于亚酞菁和亚卟啉之间的杂化结构的第一合成。通用的一步合成方法是使用预制的氨基异吲哚烯提供桥连的次甲基单元及其取代基，而三烷氧基硼酸酯同时充当路易斯酸，模板和顶端取代基的提供者。因此，每个组件的选择都可以控制形成各种不同功能的系统。新的混合动力车被隔离为坚固，纯净的材料，在中可见光区域表现出强烈的吸收和发射。通过变温NMR光谱和X射线晶体学分别对新化合物在溶液和固态中进行了表征。
• Synthesis of a Class of Core-Modified Aza-BODIPY Derivatives
  作者：Alejandro Díaz-Moscoso、Edward Emond、David L. Hughes、Graham J. Tizzard、Simon J. Coles、Andrew N. Cammidge

  DOI：10.1021/jo501863t

  日期：2014.9.19

  The convenient synthesis of a new class of conjugated aza-BODIPY derivatives from readily available precursors has been achieved. The new materials bear dose structural similarity to BODIPYs but differ significantly in electronic configuration from known derivatives, leading to markedly different absorption and emission properties.
• Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: access to 3-(phenylmethylene)isoindolin-1-ones and related heterocycles
  作者：Malik Hellal、Gregory D. Cuny

  DOI：10.1016/j.tetlet.2011.08.070

  日期：2011.10

  An efficient microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones is reported via a copper-free Sonogashira coupling and a regioselective 5-exo-dig cycloisomerization. This domino reaction was also extended to other related heterocycles. (C) 2011 Elsevier Ltd. All rights reserved.