3-(4-methoxyphenylsulfonyl)-2-methyl-1H-indole | 1082528-52-6

• 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: 3-(4-methoxyphenylsulfonyl)-2-methyl-1H-indole
• 英文别名: 3-(4-methoxyphenyl)sulfonyl-2-methyl-1H-indole
• CAS: 1082528-52-6
• 化学式: C₁₆H₁₅NO₃S
• 分子量: 301.366
• InChiKey: GITJCOCDFIBEFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 对甲氧基苯磺酰氯 在 copper(l) iodide 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以84%的产率得到3-(4-methoxyphenylsulfonyl)-2-methyl-1H-indole
  参考文献：
  名称：

  A simple and efficient approach for the sulfonylation of indoles catalyzed by CuI

  摘要：

  In this paper, a simple and efficient protocol for the chemoselective sulfonation of indoles using aryl sulfonyl chlorides in the presence of CuI is reported. The reaction proceeds under mild conditions and is applicable to indoles bearing a selection of functional groups without NH protection.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.740672

文献信息

• ZnO-mediated regioselective C-arylsulfonylation of indoles: a facile solvent-free synthesis of 2- and 3-sulfonylindoles and preliminary evaluation of their activity against drug-resistant mutant HIV-1 reverse transcriptases (RTs)
  作者：Graziella Tocco、Michela Begala、Francesca Esposito、Pierluigi Caboni、Valeria Cannas、Enzo Tramontano

  DOI：10.1016/j.tetlet.2013.09.017

  日期：2013.11

  A ZnO-mediated one-pot solvent-free protocol for the regioselective C-arylsulfonylation of indoles is described and some novel derivatives were tested on wild type and non-nucleoside inhibitor resistant K103N and Y181C HIV-1 reverse transcriptases (RTs). (C) 2013 Elsevier Ltd. All rights reserved.
• A simple and efficient approach for the sulfonylation of indoles catalyzed by CuI
  作者：Matiur Rahman、Monoranjan Ghosh、Alakananda Hajra、Adinath Majee

  DOI：10.1080/17415993.2012.740672

  日期：2013.8.1

  In this paper, a simple and efficient protocol for the chemoselective sulfonation of indoles using aryl sulfonyl chlorides in the presence of CuI is reported. The reaction proceeds under mild conditions and is applicable to indoles bearing a selection of functional groups without NH protection.[GRAPHICS].