1-(2-溴乙基)-7-氯-6-氮杂吲哚 | 1011801-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 1-(2-溴乙基)-7-氯-6-氮杂吲哚
• 英文名称: 1-(2-bromoethyl)-7-chloro-6-azaindole
• 英文别名: 1-(2-Bromoethyl)-7-chloropyrrolo[2,3-c]pyridine
• CAS: 1011801-13-0
• 化学式: C₉H₈BrClN₂
• 分子量: 259.533
• InChiKey: PXGHHSULRKWJAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-溴乙基)-7-氯-6-氮杂吲哚 、 1-碘萘 在 palladium dichloride 降冰片烯 、 三(2-呋喃基)膦 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以57%的产率得到[1,2]-benzo-5,6-dihydro-9-chloro-10-azaindolo[2,1-a]isoquinoline
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b
• 作为产物：
  描述：

  1,2-二溴乙烷 、 7-氯-6-氮杂吲哚 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 以63%的产率得到1-(2-溴乙基)-7-氯-6-氮杂吲哚
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b

文献信息

• A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles
  作者：Christophe Blaszykowski、Evangelos Aktoudianakis、Dino Alberico、Cyril Bressy、David G. Hulcoop、Farnaz Jafarpour、Arash Joushaghani、Benoît Laleu、Mark Lautens

  DOI：10.1021/jo702052b

  日期：2008.3.1

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.