3-benzyl-1-(phenylsulfonyl)-1H-indole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-benzyl-1-(phenylsulfonyl)-1H-indole
• 英文别名: 3-benzyl-1-(phenylsulfonyl)indole；1-(Benzenesulfonyl)-3-benzylindole；1-(benzenesulfonyl)-3-benzylindole
• 化学式: C₂₁H₁₇NO₂S
• 分子量: 347.437
• InChiKey: BBSDHQGLKQDMGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-benzoyl-1-(phenylsulfonyl)indole 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到3-benzyl-1-(phenylsulfonyl)-1H-indole
  参考文献：
  名称：

  A convenient synthesis of 3-acylindoles via Friedel Crafts acylation of 1-(phenylsulfonyl)indole. A new route to pyridocarbazole-5,11-quinones and ellipticine

  摘要：

  DOI：

  10.1021/jo00350a001

文献信息

• Brönsted acid-catalyzed synthesis of diarylmethanes under non-genotoxic conditions
  作者：Oscar Mendoza、Guy Rossey、Léon Ghosez

  DOI：10.1016/j.tetlet.2011.01.033

  日期：2011.4

  Triflic acid and triflimide were found to efficiently catalyze the formation of a wide diversity of diarylmethanes from the non-genotoxic benzylic acetates and electron-rich arenes or heteroarenes. The reaction worked best with acetates capable of generating a stabilized benzylic cationic species. In most cases, the reactions were conveniently run in the absence of solvent under mild conditions. (C) 2011 Elsevier Ltd. All rights reserved.
• 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.
• A convenient synthesis of 3-acylindoles via Friedel Crafts acylation of 1-(phenylsulfonyl)indole. A new route to pyridocarbazole-5,11-quinones and ellipticine
  作者：Daniel M. Ketcha、Gordon W. Gribble

  DOI：10.1021/jo00350a001

  日期：1985.12