5-bromo-1-methyl-2-pyrazol-1-yl-1H-indole | 1414867-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-bromo-1-methyl-2-pyrazol-1-yl-1H-indole
• 英文别名: 5-bromo-1-methyl-2-(1H-pyrazol-1-yl)-1H-indole；5-Bromo-1-methyl-2-pyrazol-1-ylindole；5-bromo-1-methyl-2-pyrazol-1-ylindole
• CAS: 1414867-77-8
• 化学式: C₁₂H₁₀BrN₃
• 分子量: 276.135
• InChiKey: GSIQGMHLEWBEPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  22.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡唑 、 5-溴-1-甲基吲哚 在 碘 、 甲酸铵 作用下， 以 1,4-二氧六环 为溶剂， 反应 30.0h， 以90%的产率得到5-bromo-1-methyl-2-pyrazol-1-yl-1H-indole
  参考文献：
  名称：

  Highly Regioselective C–N Bond Formation through C–H Azolation of Indoles Promoted by Iodine in Aqueous Media

  摘要：

  An efficient and metal-free method for the direct C-N coupling of indoles with azoles to produce 2-(azol-1-yl)indoles in aqueous solution has been developed. This reaction proceeded highly regioselectively to provide a variety of indole derivatives with good to excellent yields.

  DOI：

  10.1021/ol302609m

文献信息

• Highly Regioselective C–N Bond Formation through C–H Azolation of Indoles Promoted by Iodine in Aqueous Media
  作者：Wen-Bin Wu、Jing-Mei Huang

  DOI：10.1021/ol302609m

  日期：2012.12.7

  An efficient and metal-free method for the direct C-N coupling of indoles with azoles to produce 2-(azol-1-yl)indoles in aqueous solution has been developed. This reaction proceeded highly regioselectively to provide a variety of indole derivatives with good to excellent yields.
• Iodine-Catalyzed Oxidative Cross-Coupling of Indoles and Azoles: Regioselective Synthesis of <i>N</i>-Linked 2-(Azol-1-yl)indole Derivatives
  作者：Danupat Beukeaw、Kwanchanok Udomsasporn、Sirilata Yotphan

  DOI：10.1021/jo502933e

  日期：2015.4.3

  A highly efficient iodine-catalyzed regioselective oxidative cross-coupling of an indole C-H bond and azole N-H bond is described. This metal-free reaction can be easily carried out at room temperature under mild and environmentally friendly conditions and provides a series of N-linked 2-(azol-1-yl)indole derivatives in moderate to excellence yields.