2-[1-(2-methoxyphenyl)-2-nitroethyl]-1H-pyrrole | 1011711-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[1-(2-methoxyphenyl)-2-nitroethyl]-1H-pyrrole
• 英文别名: 2-[(1S)-1-(2-methoxyphenyl)-2-nitroethyl]-1H-pyrrole
• CAS: 1011711-85-5
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: STYBJDDNFCYHIU-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吡咯 、 1-methoxy-2-((E)-2-nitrovinyl)benzene 在 chiral dinuclear zinc catalyst 4 A molecular sieve 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-[1-(2-methoxyphenyl)-2-nitroethyl]-1H-pyrrole 、 2-[1-(2-methoxyphenyl)-2-nitroethyl]-1H-pyrrole
  参考文献：
  名称：

  Asymmetric Friedel−Crafts Alkylation of Pyrroles with Nitroalkenes Using a Dinuclear Zinc Catalyst

  摘要：

  The catalytic enantioselective and atom economic Friedel-Crafts alkylation of pyrroles with nitroalkenes under mild reaction conditions using a dinuclear zinc catalyst is reported. The versatility of the reaction is demonstrated by the conversion of a number of differentially substituted nitroalkenes with differentially substituted pyrroles. Tandem addition reactions to form 2,5-disubstituted pyrroles are also demsonstrated. All pyrrole alkylations have been carried out without using N-protecting groups, which also enhances the efficiency by which substituted pyrroles may be synthesized. The reactions result in good yields and excellent enantioselectivities.

  DOI：

  10.1021/ja711080y

文献信息

• Asymmetric Friedel−Crafts Alkylation of Pyrroles with Nitroalkenes Using a Dinuclear Zinc Catalyst
  作者：Barry M. Trost、Christoph Müller

  DOI：10.1021/ja711080y

  日期：2008.2.1

  The catalytic enantioselective and atom economic Friedel-Crafts alkylation of pyrroles with nitroalkenes under mild reaction conditions using a dinuclear zinc catalyst is reported. The versatility of the reaction is demonstrated by the conversion of a number of differentially substituted nitroalkenes with differentially substituted pyrroles. Tandem addition reactions to form 2,5-disubstituted pyrroles are also demsonstrated. All pyrrole alkylations have been carried out without using N-protecting groups, which also enhances the efficiency by which substituted pyrroles may be synthesized. The reactions result in good yields and excellent enantioselectivities.