2'-(1H-tetrazol-5-yl)biphenyl-3-ylamine

• 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: 2'-(1H-tetrazol-5-yl)biphenyl-3-ylamine
• 英文别名: 3-[2-(2H-tetrazol-5-yl)phenyl]aniline
• 化学式: C₁₃H₁₁N₅
• 分子量: 237.264
• InChiKey: BKCMJGSCTOTHFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻溴四唑 、 3-氨基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.5h， 以60%的产率得到2'-(1H-tetrazol-5-yl)biphenyl-3-ylamine
  参考文献：
  名称：

  Efficient, protection-free Suzuki–Miyaura synthesis of ortho-biphenyltetrazoles

  摘要：

  We describe an efficient protocol for the Suzuki-Miyaura synthesis of ortho-biphenyltetrazoles from non-protected 2-bromophenyltetrazole and arylboronic acids. The optimised conditions were achieved using [1, 1 '-bis(diphenylphosphino)ferrocene]dichloropalladium(II) as catalyst and Na2CO3 as base. A panel of structurally diverse arylboronic acids was used to demonstrate the scope of the coupling procedure. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.082

文献信息

• Efficient, protection-free Suzuki–Miyaura synthesis of ortho-biphenyltetrazoles
  作者：Nicolas Cousaert、Patrick Toto、Nicolas Willand、Benoît Deprez

  DOI：10.1016/j.tetlet.2005.07.082

  日期：2005.9

  We describe an efficient protocol for the Suzuki-Miyaura synthesis of ortho-biphenyltetrazoles from non-protected 2-bromophenyltetrazole and arylboronic acids. The optimised conditions were achieved using [1, 1 '-bis(diphenylphosphino)ferrocene]dichloropalladium(II) as catalyst and Na2CO3 as base. A panel of structurally diverse arylboronic acids was used to demonstrate the scope of the coupling procedure. (c) 2005 Elsevier Ltd. All rights reserved.