2-methanesulfonyl-1,2-dihydrobenz[g]isoquinoline-5,10-dione | 1034013-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methanesulfonyl-1,2-dihydrobenz[g]isoquinoline-5,10-dione
• 英文别名: 2-methylsulfonyl-1H-benzo[g]isoquinoline-5,10-dione
• CAS: 1034013-02-9
• 化学式: C₁₄H₁₁NO₄S
• 分子量: 289.312
• InChiKey: DSFZFGUUZIMIBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以5 mg的产率得到2-methanesulfonyl-1,2-dihydrobenz[g]isoquinoline-5,10-dione
  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

• Synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones
  作者：Jan Jacobs、Bart Kesteleyn、Norbert De Kimpe

  DOI：10.1016/j.tet.2008.03.084

  日期：2008.5

  The synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones was envisaged as part of our research on structural modifications of pentalongin, the active principle of Pentas longiflora Oliv. Therefore, a synthesis of the 2-aza analogues of this natural pyranonaphthoquinone with an acid-mediated intramolecular cyclization of different N-protected 2-(((2,2-dimethoxyethyl)amino)methyl)-1

  的合成ñ -取代的1,2-二氢苯并[克]异喹啉-5,10-二酮设想作为我们对pentalongin的结构修饰，所述活性成分的研究的一部分繁星longiflora杜仲。因此，该天然吡喃并萘醌的2-氮杂类似物的合成与关键的不同N-保护的2-（（（（2,2-二甲氧基乙基）氨基）甲基）-1,4-萘醌的酸介导的分子内环化步骤已进行。合成的1,2-二氢苯并[ g ]异喹啉-5,10-二酮代表了一类新的化合物，在有机化学中尚未描述。
• 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.