1-(1,4-dihydro-1,4-epiminonaphthalen-9-yl)ethan-1-one | 34353-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1,4-dihydro-1,4-epiminonaphthalen-9-yl)ethan-1-one
• 英文别名: 1-(11-Azatricyclo[6.2.1.02,7]undeca-2,4,6,9-tetraen-11-yl)ethanone
• CAS: 34353-22-5
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: FSKOKZHKVYKQHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1,4-dihydro-1,4-epiminonaphthalen-9-yl)ethan-1-one 、 苯胺 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以60%的产率得到
  参考文献：
  名称：

  Iridium-Catalyzed Anti-Stereocontrolled Asymmetric Ring Opening of Azabicyclic Alkenes with Primary Aromatic Amines

  摘要：

  A novel iridium-catalyzed ring-opening reaction of azabicyclic alkenes with a variety of primary aromatic amines is reported, which afforded the corresponding 1,2-trans-diamine derivatives in high yields (up to 96%) with excellent enantioselectivities (up to 97% ee) under relatively mild conditions. The trans configuration of product 2b was confirmed by X-ray crystallography,

  DOI：

  10.1021/om100722f
• 作为产物：
  描述：

  1,4-二氢-1,4-表亚氨基萘-9-羧酸叔丁酯 、 乙酰氯 在 四甲基硅烷 、 三乙胺 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 生成 1-(1,4-dihydro-1,4-epiminonaphthalen-9-yl)ethan-1-one
  参考文献：
  名称：

  Iridium-Catalyzed Anti-Stereocontrolled Asymmetric Ring Opening of Azabicyclic Alkenes with Primary Aromatic Amines

  摘要：

  A novel iridium-catalyzed ring-opening reaction of azabicyclic alkenes with a variety of primary aromatic amines is reported, which afforded the corresponding 1,2-trans-diamine derivatives in high yields (up to 96%) with excellent enantioselectivities (up to 97% ee) under relatively mild conditions. The trans configuration of product 2b was confirmed by X-ray crystallography,

  DOI：

  10.1021/om100722f

文献信息

• Copper-Catalyzed Hydroamination of Oxa- and Azabenzonorbornadienes with Pyrazoles
  作者：Kundo Kim、Yunmi Lee

  DOI：10.1021/acs.joc.1c02576

  日期：2022.1.7

  An efficient and highly chemo- and stereoselective copper-catalyzed hydroamination of oxa- and azabenzonorbornadienes with various pyrazole derivatives is described. This catalytic process is promoted by the presence of N-heterocyclic carbene ligands and KOt-Bu under mild and simple reaction conditions, and allows for the direct synthesis of new and versatile functionalized oxa(aza)benzonorbornyl pyrazoles

  描述了一种有效且高度化学选择性和立体选择性的铜催化的氧杂和氮杂苯并降冰片二烯与各种吡唑衍生物的加氢胺化。N-杂环卡宾配体和 KO t -Bu 在温和和简单的反应条件下促进了这一催化过程，并允许从容易获得的氧杂（氮杂）直接合成新的多功能官能化氧杂（氮杂）苯并降冰片基吡唑。 )双环烯烃。该方法的合成效用通过将所得产物转化为吡唑基取代的萘来证明。