1-[4-(2-bromophenyl)-2-methyl-1-phenyl-1H-pyrrol-3-yl]-ethanone | 1208334-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-[4-(2-bromophenyl)-2-methyl-1-phenyl-1H-pyrrol-3-yl]-ethanone
• 英文别名: 1-[4-(2-Bromophenyl)-2-methyl-1-phenylpyrrol-3-yl]ethanone
• CAS: 1208334-43-3
• 化学式: C₁₉H₁₆BrNO
• 分子量: 354.246
• InChiKey: QZGDUGVETKMMCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  o-bromonitrostyrene 、 苯胺 、 乙酰丙酮 在 polyethylene glycol - 400 作用下， 反应 8.0h， 以85%的产率得到1-[4-(2-bromophenyl)-2-methyl-1-phenyl-1H-pyrrol-3-yl]-ethanone
  参考文献：
  名称：

  Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions

  摘要：

  聚乙烯醇(PEG-400)被发现是一种有效且无毒的反应介质，可在无催化剂的条件下实现取代吡咯的一锅合成，并获得优异的产率。聚乙烯醇的环境友好性、低成本、高产率和可回收性是该方法的重要特点。

  DOI：

  10.14233/ajchem.2015.18334

文献信息

• β-Cyclodextrin as a recyclable catalyst: aqueous phase one-pot four-component synthesis of polyfunctionalized pyrroles
  作者：Karnakar Konkala、Rakhi Chowrasia、Padma S. Manjari、Nelson L. C. Domingues、Ramesh Katla

  DOI：10.1039/c6ra08335h

  日期：——

  straightforward methodology was explored for the first time towards the synthesis of polyfunctionalized pyrroles using β-cyclodextrin as a reusable supramolecular catalyst in aqueous medium. The present method provides various diversely substituted pyrroles from the commercially available synthons in good to excellent yields. The advantages of this novel protocol are use of environmentally benign reaction medium

  首次探索了一种优雅，温和且简单的方法，以β-环糊精为水性介质中可重复使用的超分子催化剂，以合成多官能吡咯。本方法从商业合成子以良好至优异的产率提供了各种不同取代的吡咯。与现有方法相比，该新颖方案的优点是使用环境友好的反应介质和β-环糊精的可回收性。
• Iron(III)-Catalyzed Four-Component Coupling Reaction of 1,3-Dicarbonyl Compounds, Amines, Aldehydes, and Nitroalkanes: A Simple and Direct Synthesis of Functionalized Pyrroles
  作者：Sukhendu Maiti、Srijit Biswas、Umasish Jana

  DOI：10.1021/jo902661y

  日期：2010.3.5

  A simple, convenient, and multicomponent coupling strategy for the synthesis of highly functionalized pyrroles catalyzed by iron(III) salts has been developed. This strategy demonstrated four-component coupling reactions of 1,3-dicarbonyl compounds, amines, aromatic aldehydes, and nitroalkanes without an inert atmosphere. This methodology provides an alternative approach for easy access of highly substituted

  已经开发出一种简单，方便和多组分的偶联策略，用于合成铁（III）盐催化的高度官能化的吡咯。该策略证明了1,3-二羰基化合物，胺，芳族醛和硝基烷的四组分偶联反应无需惰性气氛。这种方法学提供了一种替代方法，可通过一锅串联反应，使用四个简单易用的构建基块，以中等到非常高的收率轻松获得高度取代的吡咯。值得注意的是，与现有方法相比，该方法非常便宜，直接且对环境友好。
• Three-component direct synthesis of substituted pyrroles from easily accessible chemical moieties using hypervalent iodine reagent
  作者：Nikhil C. Jadhav、Prashant B. Jagadhane、Hemlata V. Patile、Vikas N. Telvekar

  DOI：10.1016/j.tetlet.2013.04.014

  日期：2013.6

  A novel and simple three-component system has been developed to synthesize substituted pyrroles from corresponding amines and nitrostyrenes using (diacetoxyiodo)benzene at reflux temperature in ethanol. The good to excellent yields were obtained with different types of functional groups. (C) 2013 Elsevier Ltd. All rights reserved.
• Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions
  作者：Tulam Vijaya Kumar、Ch. Rama Koteswara Rao、K. Mukkanti、Prathama S. Mainkar

  DOI：10.14233/ajchem.2015.18334

  日期：——

  Polyethylene glycol (PEG-400) was found to be an effective and nontoxic reaction medium for the one-pot synthesis of substituted pyrroles under catalyst-free conditions in excellent yields. Environmental acceptability, low cost, high yields and recyclability of the polyethylene glycol are the important features of this protocol.

  聚乙烯醇(PEG-400)被发现是一种有效且无毒的反应介质，可在无催化剂的条件下实现取代吡咯的一锅合成，并获得优异的产率。聚乙烯醇的环境友好性、低成本、高产率和可回收性是该方法的重要特点。