1-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)-2-phenylethane-1,2-dione | 1621070-46-9

• 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-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)-2-phenylethane-1,2-dione
• CAS: 1621070-46-9
• 化学式: C₂₃H₁₇N₃O₂
• 分子量: 367.407
• InChiKey: CFWHXZJNBXVOLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  64.85
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)-2-phenylethane-1,2-dione 在 sodium hypochlorite 作用下， 以 乙腈 为溶剂， 生成 1-benzyl-4-phenyl-1H-1,2,3-triazole-5-carboxylic acid
  参考文献：
  名称：

  Copper-Catalyzed Decarboxylative/Click Cascade Reaction: Regioselective Assembly of 5-Selenotriazole Anticancer Agents

  摘要：

  A simple and efficient Cu-catalyzed decarboxylative/click reaction for the preparation of 1,4-disubstituted 5-arylselanyl-1,2,3-triazoles from propiolic acids, diselenides, and azides has been developed. The mechanistic study revealed that the intermolecular AAC reaction of an alkynyl selenium intermediate occurred. The resulting multisubstituted 5-seleno-1,2,3-triazoles were tested for in vitro anticancer activity by MTT assay, and compounds 4f, 4h, and 4p showed potent cancer cell-growth inhibition activities.

  DOI：

  10.1021/acs.orglett.7b03734
• 作为产物：
  描述：

  苄基叠氮 在 potassium permanganate 、 碳酸氢钠 、 magnesium sulfate 、 potassium hydroxide 、 copper(I) bromide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 18.0h， 生成 1-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)-2-phenylethane-1,2-dione
  参考文献：
  名称：

  Synthesis of 5-functionalized-1,2,3-triazoles via a one-pot aerobic oxidative coupling reaction of alkynes and azides

  摘要：

  In this paper, an efficient synthesis of 5-alkynyl-1,2,3-triazoles through a one-pot aerobic oxidative coupling reaction of various alkynes and azides has been developed. Further derivatization of 5-alkynyl-1,2,3-triazoles readily yielded 5-carbonyl-1,2,3-triazoles, 5-carboxylic-1,23-triazole, 5-hydroxyalkyl-1,2,3-triazoles and 5-quinoxaline-1,2,3-triazole, which provided an entry into structurally diverse 5-functionali zed-1,2,3-triazol es. (C) 2014 Ling-Jun Li and Gui-Sheng Zhang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.03.004