1-(1-(4-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrol-3-yl)ethan-1-one

• 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-(1-(4-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrol-3-yl)ethan-1-one
• 英文别名: 1-[1-(4-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrol-3-yl]ethanone；1-[1-(4-methoxy-phenyl)-2-methyl-5-phenyl-pyrrol-3-yl]-ethanone；1-[1-(4-Methoxy-phenyl)-2-methyl-5-phenyl-pyrrol-3-yl]-aethanon；1-[1-(4-Methoxyphenyl)-2-methyl-5-phenylpyrrol-3-yl]ethanone
• 化学式: C₂₀H₁₉NO₂
• 分子量: 305.376
• InChiKey: XZNYFTNBVIZQLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  乙酰丙酮 在 乙醇 、 sodium ethanolate 作用下， 生成 1-(1-(4-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrol-3-yl)ethan-1-one
  参考文献：
  名称：

  STUDIES IN CHEMOTHERAPY: ATTEMPTS TO FIND ANTIMALARIALS. II. PYRRYL INDOLES

  摘要：

  DOI：

  10.1021/ja01349a025

文献信息

• In silico studies and β-cyclodextrin mediated neutral synthesis of 4-oxo-4,5,6,7-tetrahydroindoles of potential biological interest
  作者：G. Dhananjaya、A.V. Dhanunjaya Rao、Kazi Amirul Hossain、Venkateswara Rao Anna、Manojit Pal

  DOI：10.1016/j.tetlet.2020.151972

  日期：2020.6

  Prompted by the in silico docking study predictions the first β-cyclodextrin (β-CD) mediated synthesis of 4-oxo-4,5,6,7-tetrahydroindoles in water was achieved via a 3-component reaction under neutral conditions. A range of compounds was prepared by using this environmentally friendly method in good yields (82–92%). The catalyst β-CD could be recovered and recycled. The in silico docking studies predicted

  通过计算机对接研究的预测，在中性条件下通过3组分反应实现了第一个由β-环糊精（β-CD）介导的水中4-氧代-4,5,6,7-四氢吲哚的合成。使用这种环境友好的方法可以制备出一系列化合物，收率很高（82–92％）。催化剂β-CD可以回收和再循环。的在计算机芯片对接研究预测分支酸变位酶（CM）的一些合成的tetrahydroindoles，是由随后的结果的支持的抑制性质的体外测定法。
• Multicomponent Approach Towards the Synthesis of Substituted Pyrroles under Supramolecular Catalysis Using<i>β</i>-Cyclodextrin as a Catalyst in Water Under Neutral Conditions
  作者：Sabbavarapu Narayana Murthy、Bandaru Madhav、Akkiligunta Vijay Kumar、Kakulapati Rama Rao、Yadavalli Venkata Durga Nageswar

  DOI：10.1002/hlca.200900098

  日期：2009.10

  Synthesis of substituted pyrroles in H2O by using β‐cyclodextrin as a supramolecular catalyst is described. This reaction has several advantages over existing methods and provides substituted pyrroles in good‐to‐excellent yields (79–89%). The supramolecular catalysis of the reaction was studied using 1H‐NMR spectroscopy. β‐Cyclodextrin can be recovered and reused several times without loss of activity

  描述了使用β-环糊精作为超分子催化剂在H 2 O中合成取代的吡咯。与现有方法相比，该反应具有多个优点，并且可以提供高至优异产率（79-89％）的取代吡咯。使用1 H-NMR光谱研究了反应的超分子催化。β-环糊精可以被回收并重复使用多次而不会失去活性。
• Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles
  作者：Wei Wen Tan、Naohiko Yoshikai

  DOI：10.1039/c5sc02322j

  日期：——

  In the presence of a copper(II) catalyst, enolizable imines bearing various N-substituents and α-diazo-β-ketoesters undergo denitrogenative and dehydrative condensation to afford highly substituted pyrroles in moderate to good yields with exclusive regioselectivity. The reaction likely involves nucleophilic addition of the imine nitrogen to a copper carbenoid, tautomerization of the resulting azomethine

  在铜（II）催化剂的存在下，带有各种N-取代基和α-重氮-β-酮酸酯的可烯醇化的亚胺进行脱氮和脱水缩合反应，以中等至良好的收率得到高度取代的吡咯，具有唯一的区域选择性。该反应可能涉及将亚胺氮亲核加成至铜类胡萝卜素，将所得的甲亚胺叶立德互变异构成α-烯酮，以及随后的烯胺-酮环缩合。与Yb（OTf）3作为独特的助催化剂，α-重氮-β-二酮也参与相同的缩合反应。本反应适用于具有宽泛的官能团和杂环部分耐受性的无环，环外和环内亚胺，从而为合成天然产物lamellarin家族开辟了一条新的便利途径。
• STUDIES IN CHEMOTHERAPY: ATTEMPTS TO FIND ANTIMALARIALS. II. PYRRYL INDOLES
  作者：Joti Sarup Aggarwal、Amanat Ullah Qureshi、Jnanendra Nath Ray

  DOI：10.1021/ja01349a025

  日期：1932.10