ethyl 4-(4-chlorophenyl)-2-methyl-1-phenyl-1H-pyrrole-3-carboxylate | 1456593-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 4-(4-chlorophenyl)-2-methyl-1-phenyl-1H-pyrrole-3-carboxylate
• CAS: 1456593-31-9
• 化学式: C₂₀H₁₈ClNO₂
• 分子量: 339.821
• InChiKey: MGMCGBCBCBKVIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  31.23
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-2-硝基乙烯 、 乙酰乙酸乙酯 、 苯胺 在 二氯二茂锆 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以72%的产率得到ethyl 4-(4-chlorophenyl)-2-methyl-1-phenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Zirconocene dichloride catalysed one-pot synthesis of pyrroles through nitroalkene-enamine assembly

  摘要：

  锆二氯化物被发现是合成多取代吡咯烷的高效催化剂，通过三组分、一锅法反应。

  DOI：

  10.1039/c4ra09873k

文献信息

• Synthesis of polysubstituted pyrroles via a gold(I)-catalyzed tandem three-component reaction at room temperature
  作者：Li Li、Qi Chen、Xiaonan Xiong、Chuang Zhang、Jingjing Qian、Jie Shi、Qiong An、Ming Zhang

  DOI：10.1016/j.cclet.2018.09.004

  日期：2018.12

  Abstract A gold(I)-catalyzed three-component reaction of β-nitrostyrenes with 1,3-dicarbonyl compounds and primary amines to form polysubstituted pyrroles has been developed at room temperature in ethanol. The key advantages of the three-component reaction are the mild reaction conditions and environmentally safer solvent.

  摘要在室温下，在乙醇中开发了金（I）催化的β-硝基苯乙烯与1,3-二羰基化合物和伯胺的三组分反应形成多取代的吡咯。三组分反应的关键优势是温和的反应条件和对环境更安全的溶剂。
• An efficient and recyclable nanocatalyst for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives
  作者：Myo Thwin、Boshra Mahmoudi、Olga A. Ivaschuk、Qahtan A. Yousif

  DOI：10.1039/c9ra02325a

  日期：——

  for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazoles derivatives using Cu@imine/Fe3O4 MNPs catalyst under solvent-free conditions is explained. This catalyst showed high reactivity for the synthesis of a set of different derivatives of polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives under appropriate reaction

  一种利用Cu@imine/Fe 3 O 4绿色快速合成生物活性多取代吡咯和1,2,4,5-四取代咪唑衍生物的有效工艺解释了无溶剂条件下的 MNPs 催化剂。该催化剂在适当的反应条件和较短的反应时间下，对合成一组不同的多取代吡咯衍生物和1,2,4,5-四取代咪唑衍生物表现出高反应性。此外，催化剂还被回收和重复使用六次，反应性和产率没有显着降低。与已报道的工艺相比，该方法始终表现出催化剂负载量低、反应时间短、产物易于分离纯化、收率高、催化剂的可回收性和可回收性高等优点。
• Modular CeCl3·7H2O-catalyzed multi-component synthesis of 1,2,3,4-tetrasubstituted pyrroles under microwave irradiation and their further trichloroisocyanuric acid-mediated conversion into 5-sulfenylpyrrole derivatives
  作者：Claudio C. Silveira、Samuel R. Mendes、Guilherme M. Martins、Sheila C. Schlösser、Teodoro S. Kaufman

  DOI：10.1016/j.tet.2013.08.035

  日期：2013.10

  A modular, multicomponent synthesis of 1,2,3,4-tetrasubstituted pyrroles promoted by the inexpensive CeCl3 center dot 7H(2)O, is reported. The reaction was carried out under microwave irradiation, affording good yields of products in short time. Scope and limitations were explored and a plausible reaction mechanism is discussed. The resulting heterocycles were smoothly and efficiently converted into their corresponding 5-arylsulfenyl derivatives by reaction with diaryl disulfides and trichloroisocyanuric acid in EtOAc. (C) 2013 Elsevier Ltd. All rights reserved.