(E)-2-(4-methylstyryl)benzamide | 1268451-14-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2-(4-methylstyryl)benzamide
• 英文别名: 2-[(E)-2-(4-methylphenyl)ethenyl]benzamide
• CAS: 1268451-14-4
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: BVQALFKPOQGSBE-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Alpha-甲基苯乙烯 、 N-甲氧基苯甲酰胺 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 cesium acetate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以89%的产率得到(E)-2-(4-methylstyryl)benzamide
  参考文献：
  名称：

  Rh(III)-Catalyzed Directed C−H Olefination Using an Oxidizing Directing Group: Mild, Efficient, and Versatile

  摘要：

  An efficient Rh(III)-catalyzed oxidative olefination by directed C-H bond activation of N-methoxybenzamides is reported. In this mild, practical, selective, and high-yielding process, the N-O bond acts as an internal oxidant. In addition, simply changing the substituent of the directing/oxidizing group results in the selective formation of valuable tetrahydroisoquinolinone products.

  DOI：

  10.1021/ja109676d

文献信息

• Rh(III)-Catalyzed Directed C−H Olefination Using an Oxidizing Directing Group: Mild, Efficient, and Versatile
  作者：Souvik Rakshit、Christoph Grohmann、Tatiana Besset、Frank Glorius

  DOI：10.1021/ja109676d

  日期：2011.3.2

  An efficient Rh(III)-catalyzed oxidative olefination by directed C-H bond activation of N-methoxybenzamides is reported. In this mild, practical, selective, and high-yielding process, the N-O bond acts as an internal oxidant. In addition, simply changing the substituent of the directing/oxidizing group results in the selective formation of valuable tetrahydroisoquinolinone products.