2-bromo-N-(2-cyanobenzyl)benzamide | 1182366-39-7

• 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-bromo-N-(2-cyanobenzyl)benzamide
• 英文别名: 2-bromo-N-[(2-cyanophenyl)methyl]benzamide
• CAS: 1182366-39-7
• 化学式: C₁₅H₁₁BrN₂O
• 分子量: 315.169
• InChiKey: DGJUMYLGCGPGJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(2-cyanobenzyl)benzamide 在 1,1'-双(二苯基膦)二茂铁 、 potassium phosphate 、 palladium diacetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以96%的产率得到12H-异吲哚并[1,2-b]喹唑啉-10-酮
  参考文献：
  名称：

  Palladium-Catalyzed Sequential Cyanation/N-Addition/N-Arylation in One-Pot: Efficient Synthesis of Luotonin A and Its Derivatives

  摘要：

  With the catalysis of palladium, a number of 2-bromo-N-(2-iodobenzyl)benzamides underwent sequential cyanation/N-addition/N-arylation leading to the efficient construction of isoindolo[1,2-b]quinazolin-10(12H)-ones in a two-stage, one-pot manner. This method also allowed the convenient synthesis of luotonin A and its derivatives.

  DOI：

  10.1021/ol901305q
• 作为产物：
  描述：

  potassium cyanide 、 2-bromo-N-(2-iodobenzyl)benzamide 在 palladium diacetate 、 双(2-二苯基磷苯基)醚 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 2-bromo-N-(2-cyanobenzyl)benzamide
  参考文献：
  名称：

  Palladium-Catalyzed Sequential Cyanation/N-Addition/N-Arylation in One-Pot: Efficient Synthesis of Luotonin A and Its Derivatives

  摘要：

  With the catalysis of palladium, a number of 2-bromo-N-(2-iodobenzyl)benzamides underwent sequential cyanation/N-addition/N-arylation leading to the efficient construction of isoindolo[1,2-b]quinazolin-10(12H)-ones in a two-stage, one-pot manner. This method also allowed the convenient synthesis of luotonin A and its derivatives.

  DOI：

  10.1021/ol901305q

文献信息

• Palladium-Catalyzed Sequential Cyanation/N-Addition/N-Arylation in One-Pot: Efficient Synthesis of Luotonin A and Its Derivatives
  作者：Yi Ju、Feng Liu、Chaozhong Li

  DOI：10.1021/ol901305q

  日期：2009.8.20

  With the catalysis of palladium, a number of 2-bromo-N-(2-iodobenzyl)benzamides underwent sequential cyanation/N-addition/N-arylation leading to the efficient construction of isoindolo[1,2-b]quinazolin-10(12H)-ones in a two-stage, one-pot manner. This method also allowed the convenient synthesis of luotonin A and its derivatives.