6,8-Dimethyl-1-(methylamino)-3-(2,4,6-trimethylphenyl)isoquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,8-Dimethyl-1-(methylamino)-3-(2,4,6-trimethylphenyl)isoquinoline
• 英文别名: N,6,8-trimethyl-3-(2,4,6-trimethylphenyl)isoquinolin-1-amine
• 化学式: C₂₁H₂₄N₂
• 分子量: 304.435
• InChiKey: TXOZRZVQRMAGOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4,6-三甲基苯甲腈 、 碘甲烷 生成 6,8-Dimethyl-1-(methylamino)-3-(2,4,6-trimethylphenyl)isoquinoline
  参考文献：
  名称：

  Reactions via carbonyl anions. [4+1] Cyclocoupling of azadienyllithium with carbon monoxide

  摘要：

  Generation and reactions of carbonyl anions, relatively unknown species, have been studied. The reaction of beta-phenyl-2-azaethenyllithium 13, generated from aryl isocyanides 12 and t-BuLi, with carbon monoxide gives 3H-indole derivatives 18 in 42-44% yields after quenching with methyl iodide. Similarly,beta-phenyl-1-azaethenyllithium 21, obtainable by the addition of alkyllithium to benzonitriles 20; reacts with carbonmonoxide and methyl iodide to afford 1H-isoindole derivatives 27 in 73-81% yields. A 1,4-diazabutadienyl anion 35 gives a cyclic urea 39 on reacting with carbon monoxide and methyliodide. These reactions represent novel [4 + 1] cyclocoupling reactions of dienyl anions with carbon monoxide via carbonyl anions 14, 23, and 36 as the intermediates.

  DOI：

  10.1021/jo00081a032

文献信息

• Reactions via carbonyl anions. [4+1] Cyclocoupling of azadienyllithium with carbon monoxide
  作者：Akihiro Orita、Masato Fukudome、Kouichi Ohe、Shinji Murai

  DOI：10.1021/jo00081a032

  日期：1994.1

  Generation and reactions of carbonyl anions, relatively unknown species, have been studied. The reaction of beta-phenyl-2-azaethenyllithium 13, generated from aryl isocyanides 12 and t-BuLi, with carbon monoxide gives 3H-indole derivatives 18 in 42-44% yields after quenching with methyl iodide. Similarly,beta-phenyl-1-azaethenyllithium 21, obtainable by the addition of alkyllithium to benzonitriles 20; reacts with carbonmonoxide and methyl iodide to afford 1H-isoindole derivatives 27 in 73-81% yields. A 1,4-diazabutadienyl anion 35 gives a cyclic urea 39 on reacting with carbon monoxide and methyliodide. These reactions represent novel [4 + 1] cyclocoupling reactions of dienyl anions with carbon monoxide via carbonyl anions 14, 23, and 36 as the intermediates.