1-benzyl-3,4,5-tri-(p-tolyl)-1H-pyrazole | 1250257-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-3,4,5-tri-(p-tolyl)-1H-pyrazole
• CAS: 1250257-96-5
• 化学式: C₃₁H₂₈N₂
• 分子量: 428.577
• InChiKey: QHXQBPRKJWVENN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.86
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  溴甲苯 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 1-benzyl-3,4,5-tri-(p-tolyl)-1H-pyrazole
  参考文献：
  名称：

  Suzuki–Miyaura reactions of N-protected tribromopyrazoles. Efficient and site-selective synthesis of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles and 5-aryl-3,4-dibromopyrazoles

  摘要：

  Suzuki-Miyaura reactions of N-protected tribromopyrazoles were studied. The reactions proceed with excellent site-selectivity. The first attack occurs at position 5, while the second and third attack occur at positions 3 and 4, respectively. A variety of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles, and 5-aryl-3,4-dibromopyrazoles were efficiently prepared. The products are not readily available by other methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.036

文献信息

• Synthesis of Arylated Pyrazoles by Site-Selective Suzuki-Miyaura Reactions of Tribromopyrazoles
  作者：Peter Langer、Rasheed Khera、Asad Ali、Munawar Hussain、Jovana Tatar、Alexander Villinger

  DOI：10.1055/s-0030-1258489

  日期：2010.8

  The first Suzuki―Miyaura reactions of N-protected tribromopyrazoles are reported. Their reaction with three, two, or one equivalents of arylboronic acids afforded 3,4,5-triarylpyrazoles, 3,5-diaryl-4-bromopyrazoles, or 5-aryl-3,4-dibromopyrazoles, respectively. All reactions proceeded with very good site-selectivity.

  首次报道了 N 保护的三溴吡唑的 Suzuki-Miyaura 反应。它们与三、二或一当量的芳基硼酸反应分别得到 3,4,5-三芳基吡唑、3,5-二芳基-4-溴吡唑或 5-芳基-3,4-二溴吡唑。所有反应都以非常好的位点选择性进行。