2-(2-methoxyphenyl)-1-(2-methylallyl)-1,2,3,4-tetrahydroisoquinoline | 1308790-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-(2-methoxyphenyl)-1-(2-methylallyl)-1,2,3,4-tetrahydroisoquinoline
• CAS: 1308790-37-5
• 化学式: C₂₀H₂₃NO
• 分子量: 293.409
• InChiKey: JZIFZPDVQLASBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 、 异丁烯基三甲基硅烷 在 copper(II) chloride dihydrate 、 氧气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以82%的产率得到2-(2-methoxyphenyl)-1-(2-methylallyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Mechanistic Studies on a Cu-Catalyzed Aerobic Oxidative Coupling Reaction with N-Phenyl Tetrahydroisoquinoline: Structure of Intermediates and the Role of Methanol As a Solvent

  摘要：

  The mechanism of an aerobic copper-catalyzed oxidative coupling reaction with N-phenyl tetrahydroisoquinoline was investigated. The oxidized species formed from the reaction of the amine with the copper catalyst were analyzed by NMR-spectroscopy. An iminium dichlorocuprate was found to be the reactive intermediate and could be structurally characterized by X-ray crystallography. The effect of methanol to effectively stabilize the iminium ion was investigated and shown to be beneficial in an oxidative allylation reaction.

  DOI：

  10.1021/ja201610c