2,5-dibromo-4,6-dimethoxy-3-phenylindole-7-carbaldehyde | 1396790-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,5-dibromo-4,6-dimethoxy-3-phenylindole-7-carbaldehyde
• 英文别名: 2,5-dibromo-4,6-dimethoxy-3-phenyl-1H-indole-7-carbaldehyde
• CAS: 1396790-25-2
• 化学式: C₁₇H₁₃Br₂NO₃
• 分子量: 439.103
• InChiKey: KFOFJHFTIUXWJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,6-dimethoxy-3-phenylindole-7-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以73%的产率得到2-bromo-4,6-dimethoxy-3-phenylindole-7-carbaldehyde
  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.