methyl 4-(4-chlorophenyl)-1-isopropyl-2-methyl-1H-pyrrole-3-carboxylate | 1456965-36-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 4-(4-chlorophenyl)-1-isopropyl-2-methyl-1H-pyrrole-3-carboxylate
• 英文别名: Methyl 4-(4-chlorophenyl)-2-methyl-1-propan-2-ylpyrrole-3-carboxylate；methyl 4-(4-chlorophenyl)-2-methyl-1-propan-2-ylpyrrole-3-carboxylate
• CAS: 1456965-36-8
• 化学式: C₁₆H₁₈ClNO₂
• 分子量: 291.777
• InChiKey: QYAPGGZWNSOCSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硝基甲烷 、 4-氯苯甲醛 、 乙酰乙酸甲酯 、 异丙胺 在 p-toluenesulfonic acid doped polystyrene 作用下， 以 neat (no solvent) 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 1.27h， 以91%的产率得到methyl 4-(4-chlorophenyl)-1-isopropyl-2-methyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  对甲苯磺酸掺杂的聚苯乙烯（PS-PTSA）：无溶剂微波辅助交叉偶联环化-氧化，从醛，胺，活性亚甲基和硝基烷烃中构建一锅功能多样的吡咯

  摘要：

  通过使用聚苯乙烯负载的对甲苯磺酸（PS-PTSA）进行醛，硝基烷，胺和可烯化的活性CH反应物的一锅多组分反应，已描述了一种用于合成多种吡咯衍生物的无溶剂环保方法在微波照射下。与常规方法相比，这种高效的绿色方案具有显着的优势，例如良好至优异的收率，较短的反应时间，低成本，易于后处理的过程以及可绕过危险的过渡金属催化剂和有机溶剂的使用。

  DOI：

  10.1016/j.tetlet.2014.12.126

文献信息

• Heterogenized tungsten complex: an efficient and high yielding catalyst for the synthesis of structurally diverse tetra substituted pyrrole derivatives via four-component assembly
  作者：Amol B. Atar、Yeon Tae Jeong

  DOI：10.1016/j.tetlet.2013.08.016

  日期：2013.10

  An efficient, high yielding, and expeditious method has been developed for the synthesis of diversity oriented pyrrole derivatives via a four component, one-pot cyclocondensation reaction of amines, aldehydes, alpha-methylene ketones, and nitroalkanes using silica supported tungstic acid as a heterogeneous catalyst for the first time. The scope of the domino reaction is successfully explored toward synthesis of highly aryl-substituted pyrroles. The reaction was conveniently promoted by silica supported tungstic acid and the catalyst could be recovered easily after the reaction and reused without any loss of its catalytic activity. The advantageous features of this methodology are high atom-economy, operational simplicity, shorter reaction time, convergence, and facile automation. (C) 2013 Elsevier Ltd. All rights reserved.
• p-Toluenesulfonic acid doped polystyrene (PS-PTSA): solvent-free microwave assisted cross-coupling-cyclization–oxidation to build one-pot diversely functionalized pyrrole from aldehyde, amine, active methylene, and nitroalkane
  作者：Vijay Vilas Shinde、Sang Dong Lee、Yong Seok Jeong、Yeon Tae Jeong

  DOI：10.1016/j.tetlet.2014.12.126

  日期：2015.2

  A solvent-free environmentally benign approach for the synthesis of diversified pyrrole derivatives has been described by the one-pot multicomponent reaction of aldehydes, nitroalkane, amine, and enolizable active C–H reactant using polystyrene supported p-toluenesulfonic acid (PS-PTSA) under microwave irradiation. In comparison to the conventional methods, this efficient green protocol provides remarkable

  通过使用聚苯乙烯负载的对甲苯磺酸（PS-PTSA）进行醛，硝基烷，胺和可烯化的活性CH反应物的一锅多组分反应，已描述了一种用于合成多种吡咯衍生物的无溶剂环保方法在微波照射下。与常规方法相比，这种高效的绿色方案具有显着的优势，例如良好至优异的收率，较短的反应时间，低成本，易于后处理的过程以及可绕过危险的过渡金属催化剂和有机溶剂的使用。