11-(2'-furyl)-1,2,3a,10,11,11a-hexahydrobenzo[H]furo[3,2-c]quinoline

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 11-(2'-furyl)-1,2,3a,10,11,11a-hexahydrobenzo[H]furo[3,2-c]quinoline
• 英文别名: (11R,15R,16R)-16-(furan-2-yl)-12-oxa-17-azatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaene
• 化学式: C₁₉H₁₇NO₂
• 分子量: 291.349
• InChiKey: MTKYIPYNZIGFMJ-LZQZEXGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  34.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二氢呋喃 、 1-萘胺 在 三氟化硼乙醚 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (11R,15R,16S)-16-(furan-2-yl)-12-oxa-17-azatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaene 、 11-(2'-furyl)-1,2,3a,10,11,11a-hexahydrobenzo[H]furo[3,2-c]quinoline
  参考文献：
  名称：

  Synthesis and oxidation of 2-furyl-4-R-substituted and furo[3,2-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines and quinolines*

  摘要：

  2-Furyl-4-substituted and furo[2,3-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines were obtained for the first time from 8-aminoquinolines using the Povarov reaction. Various oxidizing agents were shown to effect the elimination of the substituent at C(4) with subsequent aromatization of the tetrahydroquinoline fragment.

  DOI：

  10.1007/s10593-009-0271-1

文献信息

• Synthesis and oxidation of 2-furyl-4-R-substituted and furo[3,2-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines and quinolines*
  作者：V. P. Zaitsev、N. M. Mikhailova、D. N. Orlova、E. V. Nikitina、E. V. Boltukhina、F. I. Zubkov

  DOI：10.1007/s10593-009-0271-1

  日期：2009.3

  2-Furyl-4-substituted and furo[2,3-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines were obtained for the first time from 8-aminoquinolines using the Povarov reaction. Various oxidizing agents were shown to effect the elimination of the substituent at C(4) with subsequent aromatization of the tetrahydroquinoline fragment.