4-(4-Chlorophenyl)-2-(4-methoxyphenyl)pyrano[2,3-b]indole | 1243185-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(4-Chlorophenyl)-2-(4-methoxyphenyl)pyrano[2,3-b]indole
• CAS: 1243185-23-0
• 化学式: C₂₄H₁₆ClNO₂
• 分子量: 385.85
• InChiKey: CEGZMAIBIAUQHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-Chlorophenyl)-2-(4-methoxyphenyl)pyrano[2,3-b]indole 、 trimethoxonium tetrafluoroborate 以 二氯甲烷 为溶剂， 反应 96.0h， 以85%的产率得到
  参考文献：
  名称：

  Insertion−Coupling−Cycloisomerization Domino Synthesis and Cation-Induced Halochromic Fluorescence of 2,4-Diarylpyrano[2,3-b]indoles

  摘要：

  2,4-Diarylpyrano[2,3-b]indoles are formed via a Pd-Cu-catalyzed insertion coupling cycloisomerization domino reaction in moderate yields. Although the tricyclic systems are nonfluorescent in solution, protonation, quaternation, or complexation with metal ions induces intense green luminescence. Most strikingly, selective halochromic fluorescence of zinc and magnesium over calcium ions classify the title compounds as metal-selective luminescence sensors.

  DOI：

  10.1021/ol101709p
• 作为产物：
  描述：

  以 四氢呋喃 为溶剂， 反应 48.0h， 生成 4-(4-Chlorophenyl)-2-(4-methoxyphenyl)pyrano[2,3-b]indole
  参考文献：
  名称：

  Insertion−Coupling−Cycloisomerization Domino Synthesis and Cation-Induced Halochromic Fluorescence of 2,4-Diarylpyrano[2,3-b]indoles

  摘要：

  2,4-Diarylpyrano[2,3-b]indoles are formed via a Pd-Cu-catalyzed insertion coupling cycloisomerization domino reaction in moderate yields. Although the tricyclic systems are nonfluorescent in solution, protonation, quaternation, or complexation with metal ions induces intense green luminescence. Most strikingly, selective halochromic fluorescence of zinc and magnesium over calcium ions classify the title compounds as metal-selective luminescence sensors.

  DOI：

  10.1021/ol101709p

文献信息

• Insertion−Coupling−Cycloisomerization Domino Synthesis and Cation-Induced Halochromic Fluorescence of 2,4-Diarylpyrano[2,3-<i>b</i>]indoles
  作者：Jan Schönhaber、Walter Frank、Thomas J. J. Müller

  DOI：10.1021/ol101709p

  日期：2010.9.17

  2,4-Diarylpyrano[2,3-b]indoles are formed via a Pd-Cu-catalyzed insertion coupling cycloisomerization domino reaction in moderate yields. Although the tricyclic systems are nonfluorescent in solution, protonation, quaternation, or complexation with metal ions induces intense green luminescence. Most strikingly, selective halochromic fluorescence of zinc and magnesium over calcium ions classify the title compounds as metal-selective luminescence sensors.