2-methoxy-6H-benzo[4,5]cyclohepta[1,2-b]quinolin-12(7H)-one | 1422960-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并环庚烷吡啶
• 英文名称: 2-methoxy-6H-benzo[4,5]cyclohepta[1,2-b]quinolin-12(7H)-one
• 英文别名: 16-Methoxy-12-azatetracyclo[9.8.0.03,8.013,18]nonadeca-1(11),3,5,7,12,14,16,18-octaen-2-one；16-methoxy-12-azatetracyclo[9.8.0.03,8.013,18]nonadeca-1(11),3,5,7,12,14,16,18-octaen-2-one
• CAS: 1422960-71-1
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: KVBMYBNSHWUXPM-UHFFFAOYSA-N

物化性质

• 沸点：
  498.0±45.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-methoxy-2-(phenylethynyl)quinoline-3-carbaldehyde 在 manganese(IV) oxide 、 三氟甲磺酸 、 5%-palladium/activated carbon 、 氢气 、 三氟乙酸 作用下， 以 乙酸乙酯 、 苯 为溶剂， 20.0~25.0 ℃ 、1.38 MPa 条件下， 反应 28.0h， 生成 2-methoxy-6H-benzo[4,5]cyclohepta[1,2-b]quinolin-12(7H)-one
  参考文献：
  名称：

  Cyclizations of phenylethyl-substituted pyridinecarboxaldehydes

  摘要：

  Several phenylethyl-substituted pyridinecarboxaldehydes were prepared from 2-bromo-3-pyridinecarboxaldehyde and these substances are found to undergo cyclization reactions in acidic media. In the absence of added nucleophile, acid-promoted cyclization and oxidation (MnO2) provide an efficient route to 10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ones. Arene nucleophiles may also be added to the acidic mixture to provide good yields of triarylmethane products. Mechanisms are proposed involving dicationic superelectrophilic intermediates. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.004

文献信息

• Cyclizations of phenylethyl-substituted pyridinecarboxaldehydes
  作者：Rajasekhar Reddy Naredla、Douglas A. Klumpp

  DOI：10.1016/j.tet.2013.01.004

  日期：2013.3

  Several phenylethyl-substituted pyridinecarboxaldehydes were prepared from 2-bromo-3-pyridinecarboxaldehyde and these substances are found to undergo cyclization reactions in acidic media. In the absence of added nucleophile, acid-promoted cyclization and oxidation (MnO2) provide an efficient route to 10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ones. Arene nucleophiles may also be added to the acidic mixture to provide good yields of triarylmethane products. Mechanisms are proposed involving dicationic superelectrophilic intermediates. (c) 2013 Elsevier Ltd. All rights reserved.