2'-amino-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile | 1365619-50-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2'-amino-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
• 英文别名: 2'-amino-9'-methyl-2-oxospiro[1H-indole-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
• CAS: 1365619-50-6
• 化学式: C₂₀H₁₄N₄OS
• 分子量: 358.423
• InChiKey: XIMYTAXRMWUEOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-氧杂环丁-3-亚基)丙二腈 、 8-methyl-2H-thieno[2,3-b]indole-2,3(8H)-dione 以 甲醇 为溶剂， 反应 1.0h， 以94%的产率得到2'-amino-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
  参考文献：
  名称：

  噻吩[2,3-b]吲哚-2,3-二酮与N-取代的异戊二烯反应，可有效合成螺[吲哚啉-3,4'-硫代吡喃并[2,3-b]吲哚]

  摘要：

  通过利用噻吩并[2,3-b]吲哚的反应，开发了一种简单有效的方法，通过新的机理途径合成螺[吲哚啉-3,4-硫代吡喃并[2.3-b]吲哚衍生物-2,3-二酮与N-取代的异戊二烯。已经筛选了合成的化合物的抗菌活性。介绍了反应的一般性和机理原理。

  DOI：

  10.1002/jhet.4147

文献信息

• One-pot efficient green synthesis of spirooxindole-annulated thiopyran derivatives via Knoevenagel condensation followed by Michael addition
  作者：K.C. Majumdar、Sudipta Ponra、Raj Kumar Nandi

  DOI：10.1016/j.tetlet.2012.01.099

  日期：2012.4

  A green, operationally simple and highly efficient one-pot three-component approach for the synthesis of spiro[indoline-3,4'-thiopyrano[2,3-b]indole] derivatives has been developed by the domino reaction of indoline-2-thione, isatin and ethyl cyanoacetate or malononitrile in ethanol at 80 degrees C for just 20 min. The significant advantages of this protocol are short reaction time, excellent yields, operational simplicity and formation of three new bonds in one operation from easily available starting materials. (C) 2012 Elsevier Ltd. All rights reserved.
• Engaging thieno[2,3‐b]indole‐2,3‐dione for the efficient synthesis of spiro[indoline‐3,4′‐thiopyrano[2,3‐b]indole] by reaction with <i>N</i> ‐substituted isatilidenes
  作者：Noble V. Thomas、Vidya Sathi、Ani Deepthi、Sruthi Leena、Sidharth Chopra

  DOI：10.1002/jhet.4147

  日期：2021.1

  A simple and efficient method, proceeding through a new mechanistic pathway, for the synthesis of spiro[indoline‐3,4‐thiopyrano[2.3‐b]indole derivatives have been developed by exploiting the reaction of thieno[2,3‐b]indole‐2,3‐dione with N‐substituted isatilidenes. The compounds synthesized have been screened for antibacterial activity. The generality of the reaction and mechanistic rationale are presented

  通过利用噻吩并[2,3-b]吲哚的反应，开发了一种简单有效的方法，通过新的机理途径合成螺[吲哚啉-3,4-硫代吡喃并[2.3-b]吲哚衍生物-2,3-二酮与N-取代的异戊二烯。已经筛选了合成的化合物的抗菌活性。介绍了反应的一般性和机理原理。