N-(2,4-dibromophenyl)acrylamide | 1156619-70-3

• 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: N-(2,4-dibromophenyl)acrylamide
• 英文别名: N-(2,4-dibromophenyl)prop-2-enamide
• CAS: 1156619-70-3
• 化学式: C₉H₇Br₂NO
• 分子量: 304.969
• InChiKey: NVABYUNXSYYNDV-UHFFFAOYSA-N

物化性质

• 沸点：
  392.7±42.0 °C(Predicted)
• 密度：
  1.831±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,4-dibromophenyl)acrylamide 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.34h， 生成 3-benzyl-5-bromo-1-methylindolin-2-one
  参考文献：
  名称：

  Rh-Catalyzed Domino Addition–Enolate Arylation: Generation of 3-Substituted Oxindoles via a Rh(lll) Intermediate

  摘要：

  A Rh-catalyzed domino conjugate addition-arylation sequence via a Rh(III) intermediate is reported. This process involving a proposed intramolecular oxidative addition of a rhodium enolate was utilized to achieve the synthesis of 3-substituted oxindole derivatives in moderate to excellent yields.

  DOI：

  10.1021/acs.orglett.5b01737
• 作为产物：
  描述：

  2,4-二溴苯胺 、 丙烯酰氯 在 potassium carbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 0.08h， 以35%的产率得到N-(2,4-dibromophenyl)acrylamide
  参考文献：
  名称：

  Rh-Catalyzed Domino Addition–Enolate Arylation: Generation of 3-Substituted Oxindoles via a Rh(lll) Intermediate

  摘要：

  A Rh-catalyzed domino conjugate addition-arylation sequence via a Rh(III) intermediate is reported. This process involving a proposed intramolecular oxidative addition of a rhodium enolate was utilized to achieve the synthesis of 3-substituted oxindole derivatives in moderate to excellent yields.

  DOI：

  10.1021/acs.orglett.5b01737

文献信息

• Palladium-Catalyzed Tandem Diperoxidation/C−H Activation Resulting in Diperoxy-oxindole in Air
  作者：Guanghui An、Wei Zhou、Guangqian Zhang、Hao Sun、Jianlin Han、Yi Pan

  DOI：10.1021/ol101664y

  日期：2010.10.15

  A highly efficient and facile palladium-catalyzed tandem diperoxidation and C-H activation process was reported, which provides a new pathway for the synthesis of biologically active diperoxides as well as oxindole derivatives from readily available starting materials in excellent chemical yields
• Rh-Catalyzed Domino Addition–Enolate Arylation: Generation of 3-Substituted Oxindoles via a Rh(lll) Intermediate
  作者：Young Jin Jang、Hyung Yoon、Mark Lautens

  DOI：10.1021/acs.orglett.5b01737

  日期：2015.8.7

  A Rh-catalyzed domino conjugate addition-arylation sequence via a Rh(III) intermediate is reported. This process involving a proposed intramolecular oxidative addition of a rhodium enolate was utilized to achieve the synthesis of 3-substituted oxindole derivatives in moderate to excellent yields.