3-methyl-1,6,7-triphenyl-4H-pyrido[2,1-a]isoquinolin-4-one | 1256971-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-methyl-1,6,7-triphenyl-4H-pyrido[2,1-a]isoquinolin-4-one
• 英文别名: 3-Methyl-1,6,7-triphenylbenzo[a]quinolizin-4-one；3-methyl-1,6,7-triphenylbenzo[a]quinolizin-4-one
• CAS: 1256971-43-3
• 化学式: C₃₂H₂₃NO
• 分子量: 437.541
• InChiKey: XERLKZHHUWFASF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  甲基丙烯酰胺 、 二苯基乙炔 在 silver hexafluoroantimonate 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 copper(II) acetate monohydrate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以52%的产率得到3-methyl-1,6,7-triphenyl-4H-pyrido[2,1-a]isoquinolin-4-one
  参考文献：
  名称：

  Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic C–H Bonds with Unactivated Alkynes

  摘要：

  The methylphenyl sulfoximine (MPS) directing group (DG) successfully promotes the one-pot double annulation of acrylic acids with alkynes under Ru catalysis, which is unprecedented. Diverse arrays of pyrido-fused-isoquinolinone skeletons are fabricated from acrylamides, creating two C-C and two C-N bonds in a single operation. The unsymmetrical annulation with two distinct alkynes is presented. The recovery of methylphenyl sulfoxide, a precursor of MPS, validates the synthetic adaptability of transformable-DG (T(f)DG) in C-H activation

  DOI：

  10.1021/acs.orglett.7b02824

文献信息

• Synthesis of 2-Pyridones and Iminoesters via Rh(III)-Catalyzed Oxidative Coupling between Acrylamides and Alkynes
  作者：Yan Su、Miao Zhao、Keli Han、Guoyong Song、Xingwei Li

  DOI：10.1021/ol102306c

  日期：2010.12.3

  Catalytic oxidative coupling between acrylamides and alkynes was achieved using 0.5 mol % loading of [RhCp*Cl-2](2) with Cu(OAc)(2) as an oxidant. 2-Pyridones, iminoesters, and substituted indoles could be obtained as a result of the electronic and steric effects of the substituents in the acrylamides.
• Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic C–H Bonds with Unactivated Alkynes
  作者：Majji Shankar、Tirumaleswararao Guntreddi、E. Ramesh、Akhila K. Sahoo

  DOI：10.1021/acs.orglett.7b02824

  日期：2017.10.20

  The methylphenyl sulfoximine (MPS) directing group (DG) successfully promotes the one-pot double annulation of acrylic acids with alkynes under Ru catalysis, which is unprecedented. Diverse arrays of pyrido-fused-isoquinolinone skeletons are fabricated from acrylamides, creating two C-C and two C-N bonds in a single operation. The unsymmetrical annulation with two distinct alkynes is presented. The recovery of methylphenyl sulfoxide, a precursor of MPS, validates the synthetic adaptability of transformable-DG (T(f)DG) in C-H activation