1-[4-(4-chlorophenyl)-1-cyclohexyl-2-methyl-1H-pyrrol-3-yl]-ethanone | 1208334-54-6

• 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-(4-chlorophenyl)-1-cyclohexyl-2-methyl-1H-pyrrol-3-yl]-ethanone
• 英文别名: 1-(4-(4-chlorophenyl)-1-cyclohexyl-2-methyl-1H-pyrrol-3-yl)ethanone；1-[4-(4-Chlorophenyl)-1-cyclohexyl-2-methylpyrrol-3-yl]ethanone
• CAS: 1208334-54-6
• 化学式: C₁₉H₂₂ClNO
• 分子量: 315.843
• InChiKey: SPQTXPOUIQOKQI-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：
  0.42
• 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：

  1-(4-氯苯基)-2-硝基乙烯 、 环己胺 、 乙酰丙酮 在 碘苯二乙酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以76%的产率得到1-[4-(4-chlorophenyl)-1-cyclohexyl-2-methyl-1H-pyrrol-3-yl]-ethanone
  参考文献：
  名称：

  Three-component direct synthesis of substituted pyrroles from easily accessible chemical moieties using hypervalent iodine reagent

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2013.04.014

文献信息

• Discovery of 4-acetyl-3-(4-fluorophenyl)-1-(p-tolyl)-5-methylpyrrole as a dual inhibitor of human P-glycoprotein and Staphylococcus aureus Nor A efflux pump
  作者：Jaideep B. Bharate、Samsher Singh、Abubakar Wani、Sadhana Sharma、Prashant Joshi、Inshad A. Khan、Ajay Kumar、Ram A. Vishwakarma、Sandip B. Bharate

  DOI：10.1039/c5ob00246j

  日期：——

  Pyrroles showed dual inhibition of human P-gp andS. aureusNor A efflux pump.

  吡咯烷类化合物显示对人类P-gp和金黄色葡萄球菌Nor A外泵的双重抑制作用。
• Montmorillonite clay catalyzed synthesis of functionalized pyrroles through domino four-component coupling of amines, aldehydes, 1,3-dicarbonyl compounds and nitroalkanes
  作者：Jaideep B. Bharate、Rajni Sharma、Subrayashastry Aravinda、Vivek K. Gupta、Baldev Singh、Sandip B. Bharate、Ram A. Vishwakarma

  DOI：10.1039/c3ra43324b

  日期：——

  An efficient and eco-friendly synthesis of functionalized pyrroles using recyclable montmorillonite clay K10 and KSF catalysts has been described. The clay-catalyzed domino four-component coupling (4CC) of amines, aldehydes, 1,3-dicarbonyl compounds and nitroalkanes produced functionalized pyrroles in good yields. The developed methods offers advantages such as operational simplicity, economical, simple

  已经描述了使用可回收的蒙脱石粘土K10和KSF催化剂的有效且环保的功能化吡咯的合成。胺，醛，1,3-二羰基化合物和硝基烷烃的粘土催化多米诺四组分偶联（4CC）以高收率生产了官能化的吡咯。所开发的方法具有诸如操作简单，经济，简单的后处理，使用商业可循环使用的催化剂以及优异的官能团相容性以合成结构多样的吡咯的优点。这是有关此4CC使用非均相催化剂的第一份报告。
• 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。
• Efficient, Three-Component Synthesis of Pyrrole Derivatives Catalyzed by Iodobenzene and Oxone
  作者：Prashant B. Jagadhane、Nikhil C. Jadhav、Omkar P. Herlekar、Vikas N. Telvekar

  DOI：10.1080/00397911.2015.1066392

  日期：2015.9.17

  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.