1-(2-methyl-1-phenethyl-4-phenyl-1H-pyrrol-3-yl)ethanone | 1429632-62-1

• 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-(2-methyl-1-phenethyl-4-phenyl-1H-pyrrol-3-yl)ethanone
• 英文别名: 1-[2-Methyl-4-phenyl-1-(2-phenylethyl)pyrrol-3-yl]ethanone
• CAS: 1429632-62-1
• 化学式: C₂₁H₂₁NO
• 分子量: 303.404
• InChiKey: ATWPSEJVOFMFMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  β-硝基苯乙烯 、 2-苯乙胺 、 乙酰丙酮 在 Oxone 、 碘苯 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以89%的产率得到1-(2-methyl-1-phenethyl-4-phenyl-1H-pyrrol-3-yl)ethanone
  参考文献：
  名称：

  Efficient, Three-Component Synthesis of Pyrrole Derivatives Catalyzed by Iodobenzene and Oxone

  摘要：

  A simple and highly efficient three-component method using easily available amines, nitrostyrene, and diketones in one pot has been developed for synthesis of pyrroles in the presence of catalytic amounts of iodobenzene and Oxone as oxidant. The protocol has been used to afford wide range of pyrroles in moderate to good yields.

  DOI：

  10.1080/00397911.2015.1066392

文献信息

• Nano-CoFe2O4 supported molybdenum as an efficient and magnetically recoverable catalyst for a one-pot, four-component synthesis of functionalized pyrroles
  作者：Bao-Le Li、Mo Zhang、Hai-Chuan Hu、Xia Du、Zhan-Hui Zhang

  DOI：10.1039/c3nj01368e

  日期：——

  A novel magnetic nanoparticle CoFe2O4 supported Mo ([CoFe2O4@SiO2-PrNH2-Mo(acac)2]) was prepared and found to be a highly active and efficient catalyst for a one-pot synthesis of polysubstituted pyrroles via four-component reaction of aldehydes, amines, 1,3-dicarbonyl compounds and nitromethane. The easy recovery of the catalyst and reusability, broad substrate scopes, short reaction time, high yields

  制备了新型的磁性纳米颗粒CoFe 2 O 4负载的Mo（[CoFe 2 O 4 @SiO 2 -PrNH 2 -Mo（acac）2 ]），发现其是用于一锅法合成多取代基的高活性和高效催化剂。通过醛，胺，1,3-二羰基化合物和硝基甲烷的四组分反应生成吡咯。易于回收的催化剂和可重复使用性，广泛的底物范围，较短的反应时间，高收率的产品和无溶剂的条件，使该方案切实可行，对环境友好且在经济上具有吸引力。
• 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.
• Catalyst-free four-component protocol for the synthesis of substituted pyrroles under reusable reaction media
  作者：H.M. Meshram、B. Madhu Babu、G. Santosh Kumar、Pramod B. Thakur、Vikas M. Bangade

  DOI：10.1016/j.tetlet.2013.01.098

  日期：2013.5

  An efficient four-component protocol is described for the synthesis of diversely functionalized pyrroles under catalyst-free condition by using ionic liquid as a reaction media. The developed method is mild, high yielding, and amenable for a variety of amines as well as aldehydes. Moreover the procedure is of environmentally benign nature in which ionic liquid 1-n-butylimidazolium tetrafluoroborate [Hbim]BF4 is used as a reusable and efficient reaction medium without using any additional catalyst or promoter. (C) 2013 Published by Elsevier Ltd.