2-methanesulfonyl-5,10-dimethoxy-4-methylene-1,2,3,4-tetrahydrobenz[g]isoquinoline | 1042430-11-4

• 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-methanesulfonyl-5,10-dimethoxy-4-methylene-1,2,3,4-tetrahydrobenz[g]isoquinoline
• 英文别名: 5,10-Dimethoxy-4-methylidene-2-methylsulfonyl-1,3-dihydrobenzo[g]isoquinoline
• CAS: 1042430-11-4
• 化学式: C₁₇H₁₉NO₄S
• 分子量: 333.408
• InChiKey: QOBNYUNZSFAQRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methanesulfonyl-5,10-dimethoxy-4-methylene-1,2,3,4-tetrahydrobenz[g]isoquinoline 在 sodium periodate 、 四氧化锇 、 水 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以82%的产率得到2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-one
  参考文献：
  名称：

  Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones

  摘要：

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.083
• 作为产物：
  描述：

  N-methanesulfonyl-2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalene 在 四(三苯基膦)钯 potassium acetate 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以14%的产率得到2-methanesulfonyl-5,10-dimethoxy-4-methylene-1,2,3,4-tetrahydrobenz[g]isoquinoline
  参考文献：
  名称：

  Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones

  摘要：

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.083

文献信息

• Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones
  作者：Jan Jacobs、Blaise Mavinga Mbala、Bart Kesteleyn、Gaston Diels、Norbert De Kimpe

  DOI：10.1016/j.tet.2008.04.083

  日期：2008.6

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.