2,7-二溴-9-(4-溴苯基)-9H-咔唑 | 1313900-20-7

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,7-二溴-9-(4-溴苯基)-9H-咔唑
• 英文名称: 2,7-dibromo-9-(4-bromophenyl)-9H-carbazole
• 英文别名: 2,7-dibromo-9-(4-bromophenyl)-9H-Carbazole；2,7-dibromo-9-(4-bromophenyl)carbazole
• CAS: 1313900-20-7
• 化学式: C₁₈H₁₀Br₃N
• 分子量: 479.996
• InChiKey: MKSHSKZVLIHXMT-UHFFFAOYSA-N

物化性质

• 熔点：
  136°C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4,4'-二溴联苯 在 copper(l) iodide 、 硝酸 、 caesium carbonate 、 溶剂黄146 、 lithium chloride 、 亚磷酸三乙酯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2,7-二溴-9-(4-溴苯基)-9H-咔唑
  参考文献：
  名称：

  Diversification of Carbazoles by LiCl-mediated Catalytic CuI Reaction

  摘要：

  DOI：

  10.5012/bkcs.2011.32.7.2461

文献信息

• Copper/β-diketone-catalysed N-arylation of carbazoles
  作者：Fei Chen、Ning Liu、Enhui Ji、Bin Dai

  DOI：10.1039/c5ra07690k

  日期：——

  A copper/β-diketone-catalysedN-arylation of carbazoles with aryl iodides is developed with broad substrate applicability and moderate to good yields.

  使用铜/β-二酮催化剂对碳酰胺与芳基碘化物进行N-芳基化反应，具有广泛的底物适用性和中等至良好的产率。
• N-Arylation of carbazole by microwave-assisted ligand-free catalytic CuI reaction
  作者：Jae Kwan Kwon、Joong Hyun Cho、Young-Sil Ryu、Se Hwan Oh、Eul Kgun Yum

  DOI：10.1016/j.tet.2011.05.022

  日期：2011.7

  N-Arylation of carbazole has been achieved in high yields within 1 h using a microwave-assisted catalytic CuI reaction with no organic ligand. The N-arylation can be performed by various arylhalides, such as phenyl, pyridine, thiophene, and thiazole moieties. Specifically, N-arylated bromocarbazoles were converted into useful synthetic intermediates for functionalized carbazole materials. (C) 2011 Elsevier Ltd. All rights reserved.
• Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes
  作者：Ning Liu、Bin Dai、Lei Wang、Enhui Ji

  DOI：10.1055/s-0035-1560386

  日期：——

  A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles is described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes is responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system is able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chemistry.
• Diversification of Carbazoles by LiCl-mediated Catalytic CuI Reaction
  作者：Joong-Hyun Cho、Young-Sil Ryu、Se-Hwan Oh、Jae-Kwan Kwon、Eul-Kgun Yum

  DOI：10.5012/bkcs.2011.32.7.2461

  日期：2011.7.20