(rel-14bβ,8aβ,14aα)-(+/-)-8,8a,9,10,11,12,13,14,14a,14b-decahydro-8-phenylcycloocta<3,4>pyrazolo<5,1-a>isoquinoline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (rel-14bβ,8aβ,14aα)-(+/-)-8,8a,9,10,11,12,13,14,14a,14b-decahydro-8-phenylcycloocta<3,4>pyrazolo<5,1-a>isoquinoline
• 英文别名: (1S,2S,9S)-10-phenyl-10,11-diazatetracyclo[9.8.0.02,9.014,19]nonadeca-12,14,16,18-tetraene
• 化学式: C₂₃H₂₆N₂
• 分子量: 330.473
• InChiKey: BQOBBUBJOZKQEQ-RJGXRXQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (rel-14bβ,8aβ,14aα)-(+/-)-8,8a,9,10,11,12,13,14,14a,14b-decahydro-8-phenylcycloocta<3,4>pyrazolo<5,1-a>isoquinoline 在 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以84%的产率得到1-(trans-2-anilinocyclooctyl)isoquinoline
  参考文献：
  名称：

  Isoquinolinium N-Arylimides and trans-Cyclooctenes

  摘要：

  The inertness of isoquinolinium N-arylimides (5a,b) versus common cycloalkenes is overcome by the highly reactive (E)-cyclooctene and (E,Z)-1,5-cyclooctadiene. NMR spectra and an X-Ray analysis established the retention of dipolarophile configuration in the cycloadducts (7a,b) and (9a,b) which were obtained in > 90% yield. Acid-base catalysis effects the opening of the pyrazolidine ring by beta-elimination; the products are 1-[trans-2-arylaminocyclooctyl]isoquinolines (8,10).

  DOI：

  10.3987/com-98-s(h)59
• 作为产物：
  描述：

  反式环辛烯 、 3-Phenyl-9bH-1-thia-3,3a-diaza-cyclopenta[a]naphthalene-2-thione 以 二氯甲烷 为溶剂， 反应 1.0h， 以77%的产率得到(rel-14bβ,8aβ,14aα)-(+/-)-8,8a,9,10,11,12,13,14,14a,14b-decahydro-8-phenylcycloocta<3,4>pyrazolo<5,1-a>isoquinoline
  参考文献：
  名称：

  Isoquinolinium N-Arylimides and trans-Cyclooctenes

  摘要：

  The inertness of isoquinolinium N-arylimides (5a,b) versus common cycloalkenes is overcome by the highly reactive (E)-cyclooctene and (E,Z)-1,5-cyclooctadiene. NMR spectra and an X-Ray analysis established the retention of dipolarophile configuration in the cycloadducts (7a,b) and (9a,b) which were obtained in > 90% yield. Acid-base catalysis effects the opening of the pyrazolidine ring by beta-elimination; the products are 1-[trans-2-arylaminocyclooctyl]isoquinolines (8,10).

  DOI：

  10.3987/com-98-s(h)59

文献信息

• Isoquinolinium N-Arylimides and trans-Cyclooctenes
  作者：Rolf Huisgen、Francisco Palacios-Gambra、Kurt Polborn、Dieter Boeckh

  DOI：10.3987/com-98-s(h)59

  日期：——

  The inertness of isoquinolinium N-arylimides (5a,b) versus common cycloalkenes is overcome by the highly reactive (E)-cyclooctene and (E,Z)-1,5-cyclooctadiene. NMR spectra and an X-Ray analysis established the retention of dipolarophile configuration in the cycloadducts (7a,b) and (9a,b) which were obtained in > 90% yield. Acid-base catalysis effects the opening of the pyrazolidine ring by beta-elimination; the products are 1-[trans-2-arylaminocyclooctyl]isoquinolines (8,10).