3-(2-nitrophenyl)-1-phenyl-1H-pyrrole-2,5-dione | 1258849-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 3-(2-nitrophenyl)-1-phenyl-1H-pyrrole-2,5-dione
• 英文别名: 3-(2-Nitrophenyl)-1-phenylpyrrole-2,5-dione
• CAS: 1258849-42-1
• 化学式: C₁₆H₁₀N₂O₄
• 分子量: 294.266
• InChiKey: VBTUSZWRQMMXHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 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：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-nitrophenyl)-1-phenyl-1H-pyrrole-2,5-dione 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以99%的产率得到Oxindolyl-3-acetanilid
  参考文献：
  名称：

  A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

  摘要：

  The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.042
• 作为产物：
  描述：

  3-溴-1-苯基吡咯-2,5-二酮 、 2-硝基碘苯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 铜 作用下， 以 二甲基亚砜 为溶剂， 以82%的产率得到3-(2-nitrophenyl)-1-phenyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

  摘要：

  The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.042

文献信息

• A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds
  作者：Martin G. Banwell、Matthew T. Jones、David T.J. Loong、David W. Lupton、David M. Pinkerton、Jayanta K. Ray、Anthony C. Willis

  DOI：10.1016/j.tet.2010.09.042

  日期：2010.11

  The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields The reductive cyclization of such products as well as N-acyl derivatives 3k I and m has been investigated and provided the C-3 mono-substituted oxindoles 5a-d f g k and m the direct reduction products 41 and J or indole 51 (C) 2010 Elsevier Ltd All rights reserved