2-benzyl-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole | 1009375-39-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzyl-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole
• 英文别名: 1-phenylsulfonyl-2-benzyl-3-(phenylthio)-1H-indole；1-(Benzenesulfonyl)-2-benzyl-3-phenylsulfanylindole
• CAS: 1009375-39-6
• 化学式: C₂₇H₂₁NO₂S₂
• 分子量: 455.601
• InChiKey: OGAKBKZRONWIKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  B-苯基-硼酸二甲酯 、 1-phenylsulfonyl-3-phenylthio-2-bromomethylindole 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以60%的产率得到2-benzyl-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole
  参考文献：
  名称：

  Unusual dimerization of N-protected bromomethylindoles/benzyl bromide with arylmetal halides: generation of indolylmethyl/benzyl radical

  摘要：

  A detailed study on the interaction of N-protected bromomethylindoles with various types of aryl/alkyl Grignard is reported. Full experimental details on the mechanism of the unusual dimerization reaction are presented. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.047

文献信息

• Lewis Acid–Mediated Arylation of <i>N</i>-Protected Bromomethylindoles
  作者：Vasudevan Dhayalan、Neelamegam Ramesh、Arasambattu K. Mohanakrishnan

  DOI：10.1080/00397910802517863

  日期：2009.3.10

  Lewis acid-mediated arylation of N-protected 2/3-bromomethylindoles with different types of arenes is reported.
• Unusual dimerization of N-protected bromomethylindoles/benzyl bromide with arylmetal halides: generation of indolylmethyl/benzyl radical
  作者：Neelamegam Ramesh、Chandran Prakash、Radhakrishnan Sureshbabu、Vasudevan Dhayalan、Arasambattu K. Mohanakrishnan

  DOI：10.1016/j.tet.2007.12.047

  日期：2008.2

  A detailed study on the interaction of N-protected bromomethylindoles with various types of aryl/alkyl Grignard is reported. Full experimental details on the mechanism of the unusual dimerization reaction are presented. (c) 2007 Elsevier Ltd. All rights reserved.