2,4-dimethyl-N-(3-phenylprop-2-yn-1-yl)aniline | 1456443-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dimethyl-N-(3-phenylprop-2-yn-1-yl)aniline
• 英文别名: 2,4-dimethyl-N-(3-phenylprop-2-ynyl)aniline
• CAS: 1456443-98-3
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: ISQRKIZQXIFHGB-UHFFFAOYSA-N

物化性质

• 沸点：
  400.2±33.0 °C(predicted)
• 密度：
  1.05±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-N-(3-phenylprop-2-yn-1-yl)aniline 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions

  摘要：

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.093
• 作为产物：
  描述：

  1-苯基-3-氯-1-丙炔 、 2,4-二甲基苯胺 在 lithium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以59%的产率得到2,4-dimethyl-N-(3-phenylprop-2-yn-1-yl)aniline
  参考文献：
  名称：

  Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions

  摘要：

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.093

文献信息

• Arylselenyl Radical-Mediated Cyclization of <i>N</i>-(2-Alkynyl)anilines: Access to 3-Selenylquinolines
  作者：Changlei Zhu、Max Nurko、Cynthia S. Day、John C. Lukesh

  DOI：10.1021/acs.joc.2c00282

  日期：2022.7.1

  substrates is described. Preliminary mechanistic studies indicate that the combination of CuCl2 and air affords an appropriate environment for producing arylselenyl radicals that initiate the cascade cyclization of N-(2-alkynyl)anilines, forming key Se–C and C–C bonds in a single step. Using this chemistry, a wide variety of 3-selenylquinolines were produced in moderate to excellent yield under mild conditions

  描述了一种从二芳基二硒化物和无环无硒底物中获取 3-硒基喹啉的有效且新颖的方法。初步机理研究表明，CuCl 2和空气的结合为生成芳基硒基自由基提供了合适的环境，这些自由基引发了N- (2-炔基)苯胺的级联环化，一步形成关键的 Se-C 和 C-C 键。使用这种化学方法，在温和条件下以中等至优异的产率生产了多种 3-硒基喹啉，突出了这种新方法的多功能性和实用性。
• Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions
  作者：Raymond J. Huntley、Mahender Gurram、Joel R. Walker、David M. Jenkins、Emmanuel J. Robé、Feryan Ahmed

  DOI：10.1016/j.tetlet.2014.02.093

  日期：2014.4

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.