N-(2-bromo-4-tert-butylphenyl)-N-tert-butyl-2-(trifluoromethyl)benzamide | 875770-14-2

• 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: N-(2-bromo-4-tert-butylphenyl)-N-tert-butyl-2-(trifluoromethyl)benzamide
• CAS: 875770-14-2
• 化学式: C₂₂H₂₅BrF₃NO
• 分子量: 456.346
• InChiKey: FTIIYHVRNFPTPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-bromo-4-tert-butylphenyl)-N-tert-butyl-2-(trifluoromethyl)benzamide 在 lithium aluminium tetrahydride 、 三丁基膦 、 1,3-双(二苯基膦)丙烷 、 N,N-二异丙基乙胺 作用下， 以 二丁醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 2,5-ditert-butyl-7-(trifluoromethyl)-6H-phenanthridine
  参考文献：
  名称：

  Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts

  摘要：

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.052
• 作为产物：
  描述：

  2-三氟甲基苯甲酰氯 、 (2-bromo-4-tert-butyl-phenyl)-tert-butylmine 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以62%的产率得到N-(2-bromo-4-tert-butylphenyl)-N-tert-butyl-2-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts

  摘要：

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.052

文献信息

• Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts
  作者：Xavier Cattoën、Didier Bourissou、Guy Bertrand

  DOI：10.1016/j.tetlet.2005.11.052

  日期：2006.1

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.