7-methyl-4-phenyl-5-(5,6,7,8-tetraphenylnaphthalen-1-yl)-thieno[2,3-c]pyridine | 1648787-47-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 7-methyl-4-phenyl-5-(5,6,7,8-tetraphenylnaphthalen-1-yl)-thieno[2,3-c]pyridine
• 英文别名: 7-Methyl-4-phenyl-5-(5,6,7,8-tetraphenylnaphthalen-1-yl)thieno[2,3-c]pyridine；7-methyl-4-phenyl-5-(5,6,7,8-tetraphenylnaphthalen-1-yl)thieno[2,3-c]pyridine
• CAS: 1648787-47-6
• 化学式: C₄₈H₃₃NS
• 分子量: 655.863
• InChiKey: CQAWENIHRUTISZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  50
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(α-methoxyimino)ethylthiophene 、 二苯基乙炔 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以83%的产率得到7-methyl-4-phenyl-5-(5,6,7,8-tetraphenylnaphthalen-1-yl)-thieno[2,3-c]pyridine
  参考文献：
  名称：

  立体拥挤的多环芳烃的合成：铑（III）催化的芳基酮肟与二苯基乙炔的级联多个顺式裂解的级联氧化环化反应

  摘要：

  AbstractThe rhodium(III)‐catalyzed oxidative annulations of aryl ketoximes with diphenylacetylene by the cleavage of three CH bonds, one CO bond and the formation of four CC bonds, one CN bonds simultaneously have been developed. This protocol is scalable and compatible with various functional groups, providing an expeditious access to highly congested polycyclic aromatic/heteroaromatic hydrocarbons.magnified image

  DOI：

  10.1002/adsc.201400292

文献信息

• Rhodium-Catalyzed One-Pot Access to N-Polycyclic Aromatic Hydrocarbons from Aryl Ketones through Triple C–H Bond Activations
  作者：Pragati Biswal、Shyam Kumar Banjare、Bedadyuti Vedvyas Pati、Smruti Ranjan Mohanty、Ponneri Chandrababu Ravikumar

  DOI：10.1021/acs.joc.0c02582

  日期：2021.1.1

  A Rh-catalyzed pot and step economic synthesis of aza-polycyclic aromatic hydrocarbons (N-PAHs) from readily available aryl ketones and alkynes has been disclosed. Additionally, a novel synthetic application of the well-known aminating reagent hydroxylamine-O-sulfonic acid (HOSA) has been explored as an in situ redox-neutral directing group for the formation of N-PAHs via isoquinoline. Multiple bond

  已经公开了从容易获得的芳基酮和炔烃进行Rh催化的罐和步经济合成氮杂-多环芳烃（N-PAH）。另外，已经探索了一种众所周知的胺化试剂羟胺-O-磺酸（HOSA）的新型合成应用，作为通过异喹啉形成N-PAHs的原位氧化还原中性指导基团。通过三联C–H键激活的级联，在单个操作中形成多个键是该协议的优点。有效地证明了两种不同炔烃以区域选择性方式具有挑战性的环空。机理研究表明3,4-二苯基-1-甲基异喹啉是该一锅转化的活性中间体。
• Synthesis of Sterically Congested Polycyclic Aromatic Hydrocarbons: Rhodium(III)-Catalyzed Cascade Oxidative Annulation of Aryl Ketoximes with Diphenylacetylene by Sequential Cleavage of Multiple CH Bonds
  作者：Bin Liu、Fang Hu、Bing-Feng Shi

  DOI：10.1002/adsc.201400292

  日期：2014.8.11

  AbstractThe rhodium(III)‐catalyzed oxidative annulations of aryl ketoximes with diphenylacetylene by the cleavage of three CH bonds, one CO bond and the formation of four CC bonds, one CN bonds simultaneously have been developed. This protocol is scalable and compatible with various functional groups, providing an expeditious access to highly congested polycyclic aromatic/heteroaromatic hydrocarbons.magnified image