tert-butyl 2-methyl-1,4-diphenyl-1H-pyrrole-3-carboxylate | 1456965-31-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: tert-butyl 2-methyl-1,4-diphenyl-1H-pyrrole-3-carboxylate
• 英文别名: t-Butyl 2-methyl-1,4-diphenyl-1h-pyrrole-3-carboxylate；tert-butyl 2-methyl-1,4-diphenylpyrrole-3-carboxylate
• CAS: 1456965-31-3
• 化学式: C₂₂H₂₃NO₂
• 分子量: 333.43
• InChiKey: PPKSSSYWBDDGLS-UHFFFAOYSA-N

物化性质

• 沸点：
  472.0±45.0 °C(predicted)
• 密度：
  1.04±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  乙酰乙酸叔丁酯 、 硝基甲烷 、 苯胺 在 silica tungstic acid 作用下， 反应 5.67h， 以80%的产率得到tert-butyl 2-methyl-1,4-diphenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Heterogenized tungsten complex: an efficient and high yielding catalyst for the synthesis of structurally diverse tetra substituted pyrrole derivatives via four-component assembly

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2013.08.016

文献信息

• Deep eutectic solvent based on choline chloride and malonic acid as an efficient and reusable catalytic system for one-pot synthesis of functionalized pyrroles
  作者：Hai-Chuan Hu、Yu-Heng Liu、Bao-Le Li、Zhen-Shui Cui、Zhan-Hui Zhang

  DOI：10.1039/c4ra13577f

  日期：——

  Deep eutectic solvent (DES) based on choline chloride and malonic acid was applied as catalyst and reaction medium for synthesis of pyrroles by one-pot, four-component reaction of amines, aldehydes, 1,3-dicarbonyl compounds and nitromethane.

  基于氯化胆碱和丙二酸的深共熔溶剂（DES）被应用作催化剂和反应介质，通过一锅法、四组分反应合成吡咯，反应物包括胺、醛、1,3-二羰基化合物和硝基甲烷。
• 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.