2'-amino-1-ethyl-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile | 1365619-46-0

• 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-1-ethyl-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
• 英文别名: 2'-Amino-1-ethyl-9'-methyl-2-oxospiro[indole-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile；2'-amino-1-ethyl-9'-methyl-2-oxospiro[indole-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
• CAS: 1365619-46-0
• 化学式: C₂₂H₁₈N₄OS
• 分子量: 386.477
• InChiKey: YUKKWRYNMMFLCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-乙基-1H-吲哚-2,3-二酮 、 1-甲基-1,3-二氢吲哚-2-硫酮 、 丙二腈 以 乙醇 为溶剂， 反应 0.33h， 以93%的产率得到2'-amino-1-ethyl-9'-methyl-2-oxo-9'H-spiro[indoline-3,4'-thiopyrano[2,3-b]indole]-3'-carbonitrile
  参考文献：
  名称：

  One-pot efficient green synthesis of spirooxindole-annulated thiopyran derivatives via Knoevenagel condensation followed by Michael addition

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2012.01.099

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.