2-(1H-indol-3-yl)-4-phenyl-6-(2-thienyl)nicotinonitrile | 1194025-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(1H-indol-3-yl)-4-phenyl-6-(2-thienyl)nicotinonitrile
• 英文别名: 2-(1H-indol-3-yl)-4-phenyl-6-thiophen-2-ylpyridine-3-carbonitrile
• CAS: 1194025-06-3
• 化学式: C₂₄H₁₅N₃S
• 分子量: 377.469
• InChiKey: BBPZFXWQJHNSNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙酰基噻吩 、 苯甲醛 、 3-(1H-吲哚-3-基)-3-氧丙腈 在 ammonium acetate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 正丁醇 为溶剂， 反应 16.0h， 以65%的产率得到2-(1H-indol-3-yl)-4-phenyl-6-(2-thienyl)nicotinonitrile
  参考文献：
  名称：

  通过一锅多组分反应轻松高效地合成新型吲哚取代的吡啶衍生物

  摘要：

  通过3-（-）的一锅多组分反应合成了一系列新的含吲哚的吡啶衍生物4-芳基-6-（1 H-吲哚-3-基）-2,2'-联吡啶-5-甲腈。氰基乙酰基）吲哚，醛，杂环酮和乙酸铵。该方法特别有价值的特征包括高产量的产品，广泛的底物范围和简单的操作步骤。 吡啶衍生物-吲哚-一锅合成-多组分反应-杂环

  DOI：

  10.1055/s-0029-1216873

文献信息

• Synthesis and NMR spectral assignments of indol-3-yl pyridines through one-pot multi-component reaction
  作者：Prakasam Thirumurugan、A. Nandakumar、Neelakandan Vidhya Lakshmi、B. V. N. Phani Kumar、Paramasivan T. Perumal

  DOI：10.1002/mrc.2616

  日期：2010.7

  Asimple protocol for the efficient preparation of 6‐(ferrocene‐1‐yl)‐2‐(indol‐3‐yl)pyridine and 2‐(1H‐indol‐3‐yl)‐6‐(2‐thienyl)pyridine derivatives has been achieved through multi‐component reaction, and these compounds were thoroughly characterised by 2D NMR spectral techniques. Copyright © 2010 John Wiley & Sons, Ltd.

  有效制备 6-(二茂铁-1-基)-2-(吲哚-3-基)吡啶和2-(1H-吲哚-3-基)-6-(2-噻吩基)吡啶衍生物的简单方案具有通过多组分反应实现，这些化合物通过 2D NMR 光谱技术进行了彻底的表征。版权所有 © 2010 John Wiley & Sons, Ltd.
• Facile and Efficient Synthesis of a New Class of Indole-Substituted Pyridine Derivatives via One-Pot Multicomponent Reactions
  作者：Shun-Jun Ji、Kai Zhao、Xiao-Ping Xu、Song-Lei Zhu、Da-Qing Shi、Yong Zhang

  DOI：10.1055/s-0029-1216873

  日期：——

  A new series of indole-containing pyridine derivatives, 4-aryl-6-(1H-indol-3-yl)-2,2′-bipyridine-5-carbonitriles, were synthesized via one-pot multicomponent reactions of 3-(cyano­acetyl)indoles, aldehydes, heterocyclic ketones, and ammonium acetate. Particularly valuable features of this method include high yields of products, broad substrate scope, and straightforward procedures. pyridine derivatives

  通过3-（-）的一锅多组分反应合成了一系列新的含吲哚的吡啶衍生物4-芳基-6-（1 H-吲哚-3-基）-2,2'-联吡啶-5-甲腈。氰基乙酰基）吲哚，醛，杂环酮和乙酸铵。该方法特别有价值的特征包括高产量的产品，广泛的底物范围和简单的操作步骤。 吡啶衍生物-吲哚-一锅合成-多组分反应-杂环
• Four-Component Synthesis of Star-Shaped 2-(Indol-3-yl)pyridine Derivatives in One Pot
  作者：Li-Yan Zeng、Chun Cai

  DOI：10.1080/00397911.2011.607933

  日期：2013.1.1

  A protocol for the synthesis of star-shaped 2-(indol-3-yl)pyridine derivatives 4, neat, in the presence of iodine as a catalyst was developed (method A). Based on this strategy, compounds 4-aryl-2-(1H-indol-3-yl)-6-arylnicotinonitriles 6 were synthesized from 3-(cynonoacetyl)indole 1, aromatic aldehyde 2, aromatic ketone 5, and AcONH4 under the conditions of both methods A (solvent free) and B (using AcOH as solvent). The compounds 4-aryl-2-(1H-indol-3-yl)-6-(thiophen-2-yl)nicotinonitriles 8 were also prepared under the conditions of method B.