2-butyl-3-(4-ethynylbenzilidene)isoindolin-1-one | 1356125-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-butyl-3-(4-ethynylbenzilidene)isoindolin-1-one
• 英文别名: (3E)-2-butyl-3-[(4-ethynylphenyl)methylidene]isoindol-1-one
• CAS: 1356125-58-0
• 化学式: C₂₁H₁₉NO
• 分子量: 301.388
• InChiKey: BFYGHGCAMOFQPO-HMMYKYKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-butyl-2[(4-((triisopropylsilyl)ethynyl)phenyl)ethynyl]-benzamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 2-butyl-3-(4-ethynylbenzilidene)isoindolin-1-one 、 2-butyl-3-(4-ethynylbenzilidene)isoindolin-1-one
  参考文献：
  名称：

  Synthesis of Extended, π-Conjugated Isoindolin-1-ones

  摘要：

  The synthesis and characterization of extended, conjugated molecules containing isoindolinone units was explored. Nucleophilic cyclizations between an amide and an alkyne were found to be an efficient method of producing the desired isoindolin-1-ones in high yields. A variety of derivatives were synthesized, demonstrating that a number of structural alterations could be made while maintaining good regio- and stereospecificity in the cyclized product.

  DOI：

  10.1021/jo2021345

文献信息

• Synthesis of Extended, π-Conjugated Isoindolin-1-ones
  作者：Alex Bubar、Paula Estey、Michael Lawson、Sara Eisler

  DOI：10.1021/jo2021345

  日期：2012.2.3

  The synthesis and characterization of extended, conjugated molecules containing isoindolinone units was explored. Nucleophilic cyclizations between an amide and an alkyne were found to be an efficient method of producing the desired isoindolin-1-ones in high yields. A variety of derivatives were synthesized, demonstrating that a number of structural alterations could be made while maintaining good regio- and stereospecificity in the cyclized product.