2-Pentadeuterio-phenylthiophen | 20637-42-7

• 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: 2-Pentadeuterio-phenylthiophen
• 英文别名: 2-Pentadeuteriophenyl-thiophen
• CAS: 20637-42-7
• 化学式: C₁₀H₈S
• 分子量: 165.2
• InChiKey: PJRGDKFLFAYRBV-XFEWCBMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-碘噻吩 、 氘代苯 、 苯 在 9,9′-(ethane-1,2-diylbis(azanediyl))bis(1Hphenalen-1-one) 、 potassium tert-butylate 作用下， 以 neat (no solvent) 为溶剂， 反应 12.0h， 生成 2-苯基噻吩 、 2-Pentadeuterio-phenylthiophen
  参考文献：
  名称：

  Accessing Heterobiaryls through Transition-Metal-Free C–H Functionalization

  摘要：

  [Graphics]Herein we report a transition-metal-free synthetic protocol for heterobiaryls, one of the most important pharmacophores in the modern drug industry, employing a new multidonor phenalenyl (PLY)-based ligand. The current procedure offers a wide substrate scope (24 examples) with a low catalyst loading resulting in an excellent product yield (up to 95%). The reaction mechanism involves a single electron transfer (SET) from a phenalenyl-based radical to generate a reactive heteroaryl radical. To establish the mechanism, we have isolated the catalytically active SET initiator, characterizing by a magnetic study.

  DOI：

  10.1021/acs.joc.8b00140

文献信息

• Accessing Heterobiaryls through Transition-Metal-Free C–H Functionalization
  作者：Ananya Banik、Rupankar Paira、Bikash Kumar Shaw、Gonela Vijaykumar、Swadhin K. Mandal

  DOI：10.1021/acs.joc.8b00140

  日期：2018.3.16

  [Graphics]Herein we report a transition-metal-free synthetic protocol for heterobiaryls, one of the most important pharmacophores in the modern drug industry, employing a new multidonor phenalenyl (PLY)-based ligand. The current procedure offers a wide substrate scope (24 examples) with a low catalyst loading resulting in an excellent product yield (up to 95%). The reaction mechanism involves a single electron transfer (SET) from a phenalenyl-based radical to generate a reactive heteroaryl radical. To establish the mechanism, we have isolated the catalytically active SET initiator, characterizing by a magnetic study.