2-bromo-1-(2-bromo-4,6-dimethoxy-3-phenylindol-7-yl)ethanone | 1396790-14-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-bromo-1-(2-bromo-4,6-dimethoxy-3-phenylindol-7-yl)ethanone
• CAS: 1396790-14-9
• 化学式: C₁₈H₁₅Br₂NO₃
• 分子量: 453.13
• InChiKey: ZZPZTPGFZUGOKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.32
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(4,6-dimethoxy-3-phenylindol-7-yl)ethanone 在 phenyltrimethylammonium tribromide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以49%的产率得到1-(2-bromo-4,6-dimethoxy-3-phenylindol-7-yl)ethanone
  参考文献：
  名称：

  Bromination of 4,6-dimethoxyindoles

  摘要：

  The bromination of activated 4,6-dimethoxyindoles can be carried out effectively provided that an electron-withdrawing group is also present. Thus the range of products includes 2-bromo-7-formyl or 2-bromo-7-acetylindoles 13a-c and 16, 7-bromo-2-acetylindole 21, 2,5-dibromo-7-acetylindole 17, 2,5-dibromo-N-sulfonylindole 27, and 2,7-dibromo-N-acetylindole 24. Acetyl and sulfonyl protecting groups on nitrogen can be removed to give 2-bromoindoles 28a-b, 2,5-dibromoindole 29, and 2,7-dibromoindole 4. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.077

文献信息

• Bromination of 4,6-dimethoxyindoles
  作者：Peter S.R. Mitchell、Ibrahim F. Sengul、Hakan Kandemir、Stephen J. Nugent、Rui Chen、Paul K. Bowyer、Naresh Kumar、David StC. Black

  DOI：10.1016/j.tet.2012.07.077

  日期：2012.9

  The bromination of activated 4,6-dimethoxyindoles can be carried out effectively provided that an electron-withdrawing group is also present. Thus the range of products includes 2-bromo-7-formyl or 2-bromo-7-acetylindoles 13a-c and 16, 7-bromo-2-acetylindole 21, 2,5-dibromo-7-acetylindole 17, 2,5-dibromo-N-sulfonylindole 27, and 2,7-dibromo-N-acetylindole 24. Acetyl and sulfonyl protecting groups on nitrogen can be removed to give 2-bromoindoles 28a-b, 2,5-dibromoindole 29, and 2,7-dibromoindole 4. (C) 2012 Elsevier Ltd. All rights reserved.