5-nitro-2-(2-nitro-1-phenylethyl)isoindole-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5-nitro-2-(2-nitro-1-phenylethyl)isoindole-1,3-dione
• 英文别名: 5-Nitro-2-(2-nitro-1-phenylethyl)isoindole-1,3-dione
• 化学式: C₁₆H₁₁N₃O₆
• 分子量: 341.28
• InChiKey: OCVXDKMXMCKBPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  反式硝基苯乙烯 、 4-硝基邻苯二甲酰亚胺 在 TEA 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以87%的产率得到5-nitro-2-(2-nitro-1-phenylethyl)isoindole-1,3-dione
  参考文献：
  名称：

  Asymmetric aza-Michael additions of 4-nitrophthalimide to nitroalkenes and preliminary study of the products for herbicidal activities

  摘要：

  The first application of 4-nitrophthalimide as nitrogen nucleophile for enantioselective aza-Michael addition to nitroalkenes has been developed. The process is promoted by chiral thiourea catalyst derived from cinchonine to give corresponding Michael adducts with up to 87% ee. Activity test showed that some products of the reaction have moderate or good herbicidal activity against cole and barnyard grass at 100 mu g/ml. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.043

文献信息

• Synthesis and characterization of a magnetically separable novel FeO@L-DOPA@Cu nanocatalyst (L-DOPA = L-3,4-dihydroxyphenyylalanine): Asymmetric aza-Michael addition reaction
  作者：Arnab Datta、Jaydeep Adhikary、Sourav Chatterjee、Debasish Ghosh、Saikat Khamarui、Tanmay Chattopadhyay

  DOI：10.1016/j.ica.2016.02.019

  日期：2016.4

  The synthesis and characterization of new copper(II)-L-3,4-dihydroxyphenyylalanine based magnetically separable nanocatalyst, namely Fe3O4@L-DOPA@Cu-II (L-DOPA = L-3,4-dihydroxyphenyylalanine), are described. The catalyst has been characterized by physicochemical studies. We have studied the application of this new catalyst for asymmetric aza-Michael addition reaction. This catalyst could simply be separated and recovered from the reaction mixture with the assistance of an external magnet and reused several times. (C) 2016 Elsevier B.V. All rights reserved.
• Asymmetric aza-Michael additions of 4-nitrophthalimide to nitroalkenes and preliminary study of the products for herbicidal activities
  作者：Shijun Ma、Lulu Wu、Ming Liu、Yaodong Huang、Yongmei Wang

  DOI：10.1016/j.tet.2013.01.043

  日期：2013.3

  The first application of 4-nitrophthalimide as nitrogen nucleophile for enantioselective aza-Michael addition to nitroalkenes has been developed. The process is promoted by chiral thiourea catalyst derived from cinchonine to give corresponding Michael adducts with up to 87% ee. Activity test showed that some products of the reaction have moderate or good herbicidal activity against cole and barnyard grass at 100 mu g/ml. (C) 2013 Elsevier Ltd. All rights reserved.