4-azachromeno[2,3-b]indol-11(6H)-one | 1214260-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: 4-azachromeno[2,3-b]indol-11(6H)-one
• 英文别名: 2-Oxa-4,17-diazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one；2-oxa-4,17-diazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one
• CAS: 1214260-86-2
• 化学式: C₁₄H₈N₂O₂
• 分子量: 236.23
• InChiKey: XKGWUBKXSGPPID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-azachromeno[2,3-b]indol-11(6H)-one 、 2-溴乙胺氢溴酸盐 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以11.5%的产率得到6-(2-aminoethyl)-4-azachromeno[2,3-b]indol-11(6H)-one
  参考文献：
  名称：

  Synthesis of 4-Azachromeno[2,3-b]indol-11(6H)-one and Its Derivatives as Analogues of Ellipticine

  摘要：

  4-Azachromeno[2,3-b]indol-11(6H)-ones (4) and their derivatives (5) as analogues of ellipticine were synthesized through a straightforward, two or three-step process. Tetracyclic heterocycles (4) were obtained by facile cyclization of indolin-2-ones (2) or (3) and 2-chloronicotinoyl chloride under the condition of the 'Jensen'-reaction. Alkylation of the compounds (4) afforded 6-substituted 4-azachromeno[2,3-b]indol-11(6H)-ones.

  DOI：

  10.3987/com-08-s(s)3
• 作为产物：
  描述：

  2-氯烟酰氯 、 N-乙酰基-2-羟基吲哚 在 calcium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 15.25h， 以45.2%的产率得到4-azachromeno[2,3-b]indol-11(6H)-one
  参考文献：
  名称：

  Synthesis of 4-Azachromeno[2,3-b]indol-11(6H)-one and Its Derivatives as Analogues of Ellipticine

  摘要：

  4-Azachromeno[2,3-b]indol-11(6H)-ones (4) and their derivatives (5) as analogues of ellipticine were synthesized through a straightforward, two or three-step process. Tetracyclic heterocycles (4) were obtained by facile cyclization of indolin-2-ones (2) or (3) and 2-chloronicotinoyl chloride under the condition of the 'Jensen'-reaction. Alkylation of the compounds (4) afforded 6-substituted 4-azachromeno[2,3-b]indol-11(6H)-ones.

  DOI：

  10.3987/com-08-s(s)3

文献信息

• Synthesis of 4-Azachromeno[2,3-b]indol-11(6H)-one and Its Derivatives as Analogues of Ellipticine
  作者：Chunhao Yang、Yuyuan Xie、Yanhong Chen

  DOI：10.3987/com-08-s(s)3

  日期：——

  4-Azachromeno[2,3-b]indol-11(6H)-ones (4) and their derivatives (5) as analogues of ellipticine were synthesized through a straightforward, two or three-step process. Tetracyclic heterocycles (4) were obtained by facile cyclization of indolin-2-ones (2) or (3) and 2-chloronicotinoyl chloride under the condition of the 'Jensen'-reaction. Alkylation of the compounds (4) afforded 6-substituted 4-azachromeno[2,3-b]indol-11(6H)-ones.