2-(2-bromoanilino)tropone | 1331919-02-8

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2-(2-bromoanilino)tropone
• 英文别名: 2-(2-Bromoanilino)cyclohepta-2,4,6-trien-1-one；2-(2-bromoanilino)cyclohepta-2,4,6-trien-1-one
• CAS: 1331919-02-8
• 化学式: C₁₃H₁₀BrNO
• 分子量: 276.132
• InChiKey: LRCOJAUABANSFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• 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：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-bromoanilino)tropone 在 sodium acetate 、 palladium diacetate 、 溶剂黄146 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到6H-cycloheptindol-6-one
  参考文献：
  名称：

  以过氧化苯甲酰为共反应物观察吲哚[2,3-b]托酮锌(II)配合物的电化学发光

  摘要：

  首次合成并研究了一种新型发光锌 (II) 配合物与吲哚 [2,3-b] 托酮配体的电化学发光 (ECL) 特性。当过氧化苯甲酰 (BPO) 用作共反应物时，我们在室温下在二甲基亚砜 (DMSO) 中电化学还原过程中观察到该化合物发出明显的蓝绿色 ECL 发射。由于 ECL 发射与其光致发光光谱几乎相同，这表明 ECL 来自复合物的最低激发态。

  DOI：

  10.1246/cl.2010.861
• 作为产物：
  描述：

  环庚三烯酚酮甲苯磺酸盐 、 2-溴苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以25%的产率得到2-(2-bromoanilino)tropone
  参考文献：
  名称：

  Novel Efficient Synthesis and Properties of 5,6-Dihydrocyclohepta[b]indol-6-one, and Its Transformation to 6-Azolyl-5-azabenz[b]azulenes

  摘要：

  The title compound, 5,6-dihydrocyclohepta[b]indol-6-one (1), was synthesized from 2-chlorotropone (7) by a two-step sequence involving Pd-catalyzed amination with 2-bromoaniline (15) and subsequent Pd-catalyzed intramolecular Heck reaction. Besides its synthetic detail, some physical properties of 1, such as acidity, basicity and spectroscopic behavior, were also reported. Compound 1 was transformed into 6-(1H-pyrazol-1-yl)- and 6-(1H-1,2,3-triazol-1-yl)-5-azabenz[b]azulenes (13 and 14) as a potential ligand.

  DOI：

  10.3987/com-12-s(n)60

文献信息

• Observation of Electrochemiluminescence from Indolo[2,3-<i>b</i>]tropone Zinc(II) Complex Using Benzoyl Peroxide as Coreactant
  作者：Jiye Jin、Kunihiro Ito、Fumiki Takahashi、Mitsunori Oda

  DOI：10.1246/cl.2010.861

  日期：2010.8.5

  A new luminescent zinc(II) complex with indolo[2,3-b]tropone ligand has been synthesized and studied with respect to its electrochemiluminescence (ECL) properties for the first time. We observed a distinct blue-green ECL emission from this compound during electrochemical reduction in dimethyl sulfoxide (DMSO) at room temperature when benzoyl peroxide (BPO) was used as coreactant. As the ECL emission

  首次合成并研究了一种新型发光锌 (II) 配合物与吲哚 [2,3-b] 托酮配体的电化学发光 (ECL) 特性。当过氧化苯甲酰 (BPO) 用作共反应物时，我们在室温下在二甲基亚砜 (DMSO) 中电化学还原过程中观察到该化合物发出明显的蓝绿色 ECL 发射。由于 ECL 发射与其光致发光光谱几乎相同，这表明 ECL 来自复合物的最低激发态。
• Novel Efficient Synthesis and Properties of 5,6-Dihydrocyclohepta[b]indol-6-one, and Its Transformation to 6-Azolyl-5-azabenz[b]azulenes
  作者：Mitsunori Oda、Kunihiro Ito、Hiroshi Takagi、Yurie Fujiwara

  DOI：10.3987/com-12-s(n)60

  日期：——

  The title compound, 5,6-dihydrocyclohepta[b]indol-6-one (1), was synthesized from 2-chlorotropone (7) by a two-step sequence involving Pd-catalyzed amination with 2-bromoaniline (15) and subsequent Pd-catalyzed intramolecular Heck reaction. Besides its synthetic detail, some physical properties of 1, such as acidity, basicity and spectroscopic behavior, were also reported. Compound 1 was transformed into 6-(1H-pyrazol-1-yl)- and 6-(1H-1,2,3-triazol-1-yl)-5-azabenz[b]azulenes (13 and 14) as a potential ligand.