3-acetyl-(1-nitropropyl)benzene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetyl-(1-nitropropyl)benzene
• 英文别名: 1-[3-(1-Nitropropyl)phenyl]ethanone
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: HJQAUMPWBVINAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硝基丙烷 、 3'-溴苯乙酮 在 tris(dibenzylideneacetone)dipalladium (0) caesium carbonate 、 2-二-叔丁基磷-2'-甲基联苯 作用下， 以 乙二醇二甲醚 为溶剂， 反应 33.0h， 以63%的产率得到3-acetyl-(1-nitropropyl)benzene
  参考文献：
  名称：

  Palladium-Catalyzed Monoarylation of Nitroalkanes

  摘要：

  A general protocol for the Pd-catalyzed-arylation of nitroalkanes is described. Substituted aryl bromides as well as aryl chlorides can be coupled efficiently with a variety of nitroalkanes under mild conditions to selectively yield the monoarylated products. This method tolerates a number of functional groups including ketones, esters, and olefins. Notably, the arylation of nitroalkanes can be effected chemoselectively over ketone and ester arylation.

  DOI：

  10.1021/jo010953v

文献信息

• Palladium-Catalyzed Monoarylation of Nitroalkanes
  作者：Erasmus M. Vogl、Stephen L. Buchwald

  DOI：10.1021/jo010953v

  日期：2002.1.1

  A general protocol for the Pd-catalyzed-arylation of nitroalkanes is described. Substituted aryl bromides as well as aryl chlorides can be coupled efficiently with a variety of nitroalkanes under mild conditions to selectively yield the monoarylated products. This method tolerates a number of functional groups including ketones, esters, and olefins. Notably, the arylation of nitroalkanes can be effected chemoselectively over ketone and ester arylation.