6,7-dimethoxy-2-vinyl-3-(6-vinylbenzo[1,3]dioxol-5-yl)-2H-isoquinolin-1-one | 1202036-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6,7-dimethoxy-2-vinyl-3-(6-vinylbenzo[1,3]dioxol-5-yl)-2H-isoquinolin-1-one
• 英文别名: 2-Ethenyl-3-(6-ethenyl-1,3-benzodioxol-5-yl)-6,7-dimethoxyisoquinolin-1-one
• CAS: 1202036-81-4
• 化学式: C₂₂H₁₉NO₅
• 分子量: 377.397
• InChiKey: HIRBGUKTSIVRLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-2-vinyl-3-(6-vinylbenzo[1,3]dioxol-5-yl)-2H-isoquinolin-1-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到10,11-dimethoxy-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one
  参考文献：
  名称：

  Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis

  摘要：

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.027
• 作为产物：
  描述：

  6-(6,7-dimethoxy-1-oxo-2-vinyl-1,2-dihydroisoquinolin-3-yl)benzo[1,3]dioxole-5-carbaldehyde 、 甲基三苯基溴化膦 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以81%的产率得到6,7-dimethoxy-2-vinyl-3-(6-vinylbenzo[1,3]dioxol-5-yl)-2H-isoquinolin-1-one
  参考文献：
  名称：

  Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis

  摘要：

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.027

文献信息

• Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis
  作者：Hue Thi My Van、Su Hui Yang、Daulat Bikram Khadka、Yong-Chul Kim、Won-Jea Cho

  DOI：10.1016/j.tet.2009.10.027

  日期：2009.12

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.