6-(2-(1-methyl-1H-indol-3-yl)ethynyl)benzo[d][1,3]dioxole-5-carbonitrile | 1012327-43-3

• 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: 6-(2-(1-methyl-1H-indol-3-yl)ethynyl)benzo[d][1,3]dioxole-5-carbonitrile
• 英文别名: 6-[2-(1-Methylindol-3-yl)ethynyl]-1,3-benzodioxole-5-carbonitrile；6-[2-(1-methylindol-3-yl)ethynyl]-1,3-benzodioxole-5-carbonitrile
• CAS: 1012327-43-3
• 化学式: C₁₉H₁₂N₂O₂
• 分子量: 300.316
• InChiKey: HTXNHAAFFSFBSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(5-bromobenzo[d][1,3]dioxol-6-yl)-3-(1-methyl-1H-indol-3-yl)-3-(methylthio)acrylonitrile 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以66%的产率得到6-(2-(1-methyl-1H-indol-3-yl)ethynyl)benzo[d][1,3]dioxole-5-carbonitrile
  参考文献：
  名称：

  A Novel Anionic Domino Process for the Synthesis of o-Cyanoaryl-Methylthio/Alkyl/Aryl/Heteroaryl Acetylenes

  摘要：

  A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl/heteroaryl/alkyl-o-bromoarylacrylonitriles to o-cyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.

  DOI：

  10.1021/ol800029c

文献信息

• A Novel Anionic Domino Process for the Synthesis of <i>o</i>-Cyanoaryl-Methylthio/Alkyl/Aryl/Heteroaryl Acetylenes
  作者：Sarvesh Kumar、Saravanan Peruncheralathan、Hiriyakkanavar Ila、Hiriyakkanavar Junjappa

  DOI：10.1021/ol800029c

  日期：2008.3.1

  A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl/heteroaryl/alkyl-o-bromoarylacrylonitriles to o-cyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.