4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde | 1220960-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde
• CAS: 1220960-48-4
• 化学式: C₁₈H₁₇NO₃
• 分子量: 295.338
• InChiKey: KUBSIMPLTTVLNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde 在 palladium 10% on activated carbon 、 氢气 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 乙酸乙酯 、 乙腈 为溶剂， 反应 20.0h， 生成 2-amino-1-(4,6-dimethoxy-3-(p-tolyl)-1H-indol-7-yl)-ethanone monoacetate
  参考文献：
  名称：

  Synthesis of 5-(7′-indolyl)oxazoles and 2,5-di-(7′-indolyl)oxazoles

  摘要：

  The synthesis of 7-aminoacetylindoles was achieved via the hydrogenation of 7-acylcyanides, which were produced through the oxidation of indole-7-cyanohydrin silylether intermediates. 7-Oxotryptamines were subsequently converted into 5-(7'-indolyl)oxazoles by reaction with acetic anhydride followed by phosphoryl chloride, and to 2,5-di-(7'-indolyl)oxazoles by reaction with 7-trichloroacetylindoles followed by phosphoryl chloride. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.084
• 作为产物：
  描述：

  4,6-dimethoxy-3-(4-methylphenyl)-1H-indole 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 生成 4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde
  参考文献：
  名称：

  Synthesis of novel 1,7-annulated 4,6-dimethoxyindoles

  摘要：

  A range of new 1,7-annulated indole derivatives has been prepared via a ring-closing metathesis approach starting from N-allyl-7-formyl indoles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.076

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.
• Ring closing metathesis strategies towards functionalised 1,7-annulated 4,6-dimethoxyindoles
  作者：Kasey Wood、David StC Black、Naresh Kumar

  DOI：10.1016/j.tet.2011.04.019

  日期：2011.6

  A ring closing metathesis approach has been used to prepare a novel range of indoles 1,7-annulated with nitromethyl and lactone functionalised medium-sized rings. Initial studies into the preparation of lactam functionalised rings are also discussed. (C) 2011 Elsevier Ltd. All rights reserved.