11-methyl-9H-pyrido[4,3,2-mn]thieno[2,3-b]acridin-9-one | 1469803-59-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 11-methyl-9H-pyrido[4,3,2-mn]thieno[2,3-b]acridin-9-one
• 英文别名: 5-Methyl-6-thia-9,19-diazapentacyclo[10.7.1.03,7.08,20.013,18]icosa-1(19),3(7),4,8,10,12(20),13,15,17-nonaen-2-one；5-methyl-6-thia-9,19-diazapentacyclo[10.7.1.03,7.08,20.013,18]icosa-1(19),3(7),4,8,10,12(20),13,15,17-nonaen-2-one
• CAS: 1469803-59-5
• 化学式: C₁₈H₁₀N₂OS
• 分子量: 302.356
• InChiKey: AWSOVPSTJDWVOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 4-(5-methylthiophen-2-yl)benzo[c][2,7]naphthyridine-5-carboxylate 在 三氟甲磺酸 作用下， 反应 1.0h， 以68%的产率得到11-methyl-9H-pyrido[4,3,2-mn]thieno[2,3-b]acridin-9-one
  参考文献：
  名称：

  A novel approach to ring A analogues of the marine pyridoacridine alkaloid ascididemin

  摘要：

  A novel approach to ring A analogues of the marine pyridoacridine alkaloid ascididemin starting from readily available 4-bromobenzo[c][2,7]naphthyridine (10) comprises a high-yield Minisci-type homolytic methoxycarbonylation at C-5, followed by introduction of the ring A scaffold via Suzuki cross-coupling reaction, and a trifluoromethanesulfonic acid-aided Friedel-Crafts-type intramolecular acylation. This protocol allows for the introduction of various electron-rich carbocyclic and heterocyclic ring A substitutes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.085

文献信息

• A novel approach to ring A analogues of the marine pyridoacridine alkaloid ascididemin
  作者：Alois Plodek、Stephan Raeder、Franz Bracher

  DOI：10.1016/j.tet.2013.08.085

  日期：2013.11

  A novel approach to ring A analogues of the marine pyridoacridine alkaloid ascididemin starting from readily available 4-bromobenzo[c][2,7]naphthyridine (10) comprises a high-yield Minisci-type homolytic methoxycarbonylation at C-5, followed by introduction of the ring A scaffold via Suzuki cross-coupling reaction, and a trifluoromethanesulfonic acid-aided Friedel-Crafts-type intramolecular acylation. This protocol allows for the introduction of various electron-rich carbocyclic and heterocyclic ring A substitutes. (C) 2013 Elsevier Ltd. All rights reserved.