5-anilino-N-(2,6-dimethylphenyl)-4-oxo-4H-pyran-2-carboxamide | 1191276-50-2

• 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: 5-anilino-N-(2,6-dimethylphenyl)-4-oxo-4H-pyran-2-carboxamide
• 英文别名: 5-anilino-N-(2,6-dimethylphenyl)-4-oxopyran-2-carboxamide
• CAS: 1191276-50-2
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: GCZIEBCXURWGIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(2,6-dimethylphenylcarbamoyl)-4oxo-4H-pyran-3-yl trifluoromethanesulfonate 、 苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以72%的产率得到5-anilino-N-(2,6-dimethylphenyl)-4-oxo-4H-pyran-2-carboxamide
  参考文献：
  名称：

  A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination

  摘要：

  A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.139

文献信息

• A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination
  作者：Julien Farard、Cédric Logé、Bruno Pfeiffer、Brigitte Lesur、Muriel Duflos

  DOI：10.1016/j.tetlet.2009.07.139

  日期：2009.10

  A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit. (C) 2009 Elsevier Ltd. All rights reserved.