2,3-dimethoxy-9-methylene-6,8,9,13b-tetrahydro-5H-isoquino[1,2-a]isoquinoline

• 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: 2,3-dimethoxy-9-methylene-6,8,9,13b-tetrahydro-5H-isoquino[1,2-a]isoquinoline
• 英文别名: 2,3-Dimethoxy-9-methylidene-5,6,8,13b-tetrahydroisoquinolino[1,2-a]isoquinoline
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: PRRCYBKBJBHNMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘苯甲醛 在 palladium diacetate 、 magnesium sulfate 、 三苯基膦 、 三氟乙酸 作用下， 以 二氯甲烷 、 甲苯 、 苯 为溶剂， 20.0~110.0 ℃ 、101.33 kPa 条件下， 反应 44.0h， 生成 2,3-dimethoxy-9-methylene-6,8,9,13b-tetrahydro-5H-isoquino[1,2-a]isoquinoline
  参考文献：
  名称：

  Pictet–Spengler/Palladium Catalyzed Allenylation and Carbonylation Processes

  摘要：

  The tactical combination of the Pictet-Spengler reaction with Pd catalyzed reactions with allene and with carbon monoxide provides rapid access to a range of tetrahydro-beta-carboline and tetrahydroisoquinoline derivatives via intramolecular trapping of intermediate pi-allyl- and acyl-palladium(II) complexes by the indolic or secondary amino moieties generating fused azepine and delta-lactam derivatives. Chiral tryptophan examples are also described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00628-1

文献信息

• Pictet–Spengler/Palladium Catalyzed Allenylation and Carbonylation Processes
  作者：Ronald Grigg、William S MacLachlan、David T MacPherson、Visuvanathar Sridharan、Selvaratnam Suganthan、Mark Thornton-Pett、Jin Zhang

  DOI：10.1016/s0040-4020(00)00628-1

  日期：2000.8

  The tactical combination of the Pictet-Spengler reaction with Pd catalyzed reactions with allene and with carbon monoxide provides rapid access to a range of tetrahydro-beta-carboline and tetrahydroisoquinoline derivatives via intramolecular trapping of intermediate pi-allyl- and acyl-palladium(II) complexes by the indolic or secondary amino moieties generating fused azepine and delta-lactam derivatives. Chiral tryptophan examples are also described. (C) 2000 Elsevier Science Ltd. All rights reserved.