7-ethoxy-6-methoxy-1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline | 1620820-73-6

• 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: 7-ethoxy-6-methoxy-1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 7-ethoxy-6-methoxy-1-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-isoquinoline
• CAS: 1620820-73-6
• 化学式: C₂₀H₂₅NO₃
• 分子量: 327.423
• InChiKey: JJABSMUTNCUTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲醚 、 6-ethoxy-7-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 在 三氟化硼乙醚 、 仲丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 1.75h， 以32%的产率得到7-ethoxy-6-methoxy-1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Nucleophilic Addition of Lewis Acid Complexed α-Amino Carbanions to Arynes: Synthesis of 1-Aryl-N-methyl-1,2,3,4-tetrahydroisoquinolines

  摘要：

  The direct C-1 arylation of N-methyl-1,2,3,4-tetrahydroisoquinolines via coupling of alpha-amino carbanions derived from Lewis acid complexed tetrahydroisoquinolines and in situ generated arynes is described. This process provides an easy access to the title compounds and a new synthetic route to (+/-)-cryptostyline alkaloids.

  DOI：

  10.1055/s-0033-1341239

文献信息

• Transition-Metal-Free Arylation of N-Alkyl-tetrahydroisoquinolines under Oxidative Conditions: A Convenient Synthesis of C1-Arylated Tetrahydro­isoquinoline Alkaloids
  作者：Kamal Singh、Satinder Kessar、Paramjit Singh、Pushpinder Singh、Manjot Kaur、Aanchal Batra

  DOI：10.1055/s-0034-1378337

  日期：——

  Abstract A simple protocol for the C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents via diethyl azodicarboxylate (DEAD) mediated oxidative C–H activation under metal-free conditions has been developed. The target compounds, including some naturally occurring alkaloids, were obtained in moderate to good yields. A simple protocol for the C1 arylation of tetrahydroisoquinolines with

  摘要 已经开发了一种在无金属条件下通过偶氮二羧酸二乙酯（DEAD）介导的氧化CH活化四氢异喹啉与芳基格氏试剂进行C1芳基化的简单协议。以中等至良好的产率获得了目标化合物，包括一些天然存在的生物碱。 已经开发了一种在无金属条件下通过偶氮二羧酸二乙酯（DEAD）介导的氧化CH活化四氢异喹啉与芳基格氏试剂进行C1芳基化的简单协议。以中等至良好的产率获得了目标化合物，包括一些天然存在的生物碱。
• Nucleophilic Addition of Lewis Acid Complexed α-Amino Carbanions to Arynes: Synthesis of 1-Aryl-N-methyl-1,2,3,4-tetrahydroisoquinolines
  作者：Kamal Singh、Paramjit Singh、Esha Sharma、Yadwinder Deol

  DOI：10.1055/s-0033-1341239

  日期：——

  The direct C-1 arylation of N-methyl-1,2,3,4-tetrahydroisoquinolines via coupling of alpha-amino carbanions derived from Lewis acid complexed tetrahydroisoquinolines and in situ generated arynes is described. This process provides an easy access to the title compounds and a new synthetic route to (+/-)-cryptostyline alkaloids.