9-acetyl-6-methyl-1-m-tolyl-9H-carbazole | 1403669-65-7

• 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: 9-acetyl-6-methyl-1-m-tolyl-9H-carbazole
• 英文别名: 1-[6-Methyl-1-(3-methylphenyl)carbazol-9-yl]ethanone；1-[6-methyl-1-(3-methylphenyl)carbazol-9-yl]ethanone
• CAS: 1403669-65-7
• 化学式: C₂₂H₁₉NO
• 分子量: 313.399
• InChiKey: OLEVEJAZDYCKTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-acetyl-6-methyl-1-m-tolyl-9H-carbazole 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以96%的产率得到6-methyl-1-m-tolyl-9H-carbazole
  参考文献：
  名称：

  Metal-Free Electrocyclization at Ambient Temperature: Synthesis of 1-Arylcarbazoles

  摘要：

  An efficient novel protocol for the construction of an hyellazole-inspired compound collection is described. Starting from 2,6-diarylacetanilides, the desired products were obtained using hypervalent iodine promoted electrocyclization. The mechanism of product formation was investigated through intramolecular competition experiments.

  DOI：

  10.1055/s-0032-1316743
• 作为产物：
  描述：

  N-(3,3"-dimethyl-1,1':3',1"-terphenyl-2'-yl)acetamide 在 碘苯二乙酸 作用下， 以 六氟异丙醇 为溶剂， 反应 3.0h， 以71%的产率得到9-acetyl-6-methyl-1-m-tolyl-9H-carbazole
  参考文献：
  名称：

  Metal-Free Electrocyclization at Ambient Temperature: Synthesis of 1-Arylcarbazoles

  摘要：

  An efficient novel protocol for the construction of an hyellazole-inspired compound collection is described. Starting from 2,6-diarylacetanilides, the desired products were obtained using hypervalent iodine promoted electrocyclization. The mechanism of product formation was investigated through intramolecular competition experiments.

  DOI：

  10.1055/s-0032-1316743

文献信息

• Metal-Free Electrocyclization at Ambient Temperature: Synthesis of 1-Arylcarbazoles
  作者：Andrey Antonchick、Rajarshi Samanta、Katharina Kulikov、Carsten Strohmann

  DOI：10.1055/s-0032-1316743

  日期：2012.8

  An efficient novel protocol for the construction of an hyellazole-inspired compound collection is described. Starting from 2,6-diarylacetanilides, the desired products were obtained using hypervalent iodine promoted electrocyclization. The mechanism of product formation was investigated through intramolecular competition experiments.