2-benzyl-4,5-diphenylpyridine | 1345015-08-8

• 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: 2-benzyl-4,5-diphenylpyridine
• 英文别名: 2-Benzyl-4,5-diphenylpyridine
• CAS: 1345015-08-8
• 化学式: C₂₄H₁₉N
• 分子量: 321.422
• InChiKey: BOKWSEYFQPUCIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  alpha- 溴苯乙烯 在 bis(1,5-cyclooctadiene)nickel (0) 、 四(三苯基膦)钯 、 magnesium 、 三环己基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 63.0h， 生成 2-benzyl-4,5-diphenylpyridine
  参考文献：
  名称：

  Nickel-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with Nitriles

  摘要：

  Pyridines, which comprise one of the most important classes of the six-membered heterocyclic compounds, are widely distributed in nature, and the transition-metal-catalyzed [2 + 2 + 2] cycloaddition reaction of two alkynes and a nitrile is one of the most powerful methods for preparing versatile, highly substituted pyridine derivatives. However, the lack of chemo- and regioselectivity is still a crucial issue associated with fully intermolecular [2 + 2 + 2] cycloaddition. The present study developed the Ni(0)-catalyzed intermolecular dehydrogenative [4 + 2] cycloaddition reaction of 1,3-butadienes with nitrites to give a variety of pyridines regioselectively.

  DOI：

  10.1021/ja208162w

文献信息

• Regio- and Chemoselective Copper-Catalyzed Formal [2+2+2] Cycloaddition of Primary Amines with Arylacetylenes to 2,4,5-Trisubstituted Pyridines
  作者：Yujuan Xie、Liliang Huang、Huihui Feng、Yayu Qi、Erik V. Van der Eycken、Huangdi Feng

  DOI：10.1021/acs.orglett.2c02606

  日期：2022.9.2

  Disclosed herein is an efficient strategy for the synthesis of 2,4,5-trisubstituted pyridines via CuI/NBS-catalyzed formal intermolecular [2+2+2] cycloaddition of easily available primary amines and nonactivated terminal alkynes. Moreover, this given reaction features a new mode of cycloaddition with high regio- and chemoselectivity, good atom- and step-economy, broad substrate scope, and wide functional

  本文公开了一种通过容易获得的伯胺和非活化末端炔烃的 CuI/NBS 催化的形式分子间 [2+2+2] 环加成合成 2,4,5-三取代吡啶的有效策略。此外，该反应具有区域选择性和化学选择性高、原子经济性和步骤经济性好、底物范围广、官能团相容性广等特点。进一步的机制研究表明，这种转变始于胺的氧化炔基化形成炔丙基胺中间体，然后自由基加成到炔烃和分子内环加成，从而产生药理学上有趣的多取代吡啶。
• Nickel-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with Nitriles
  作者：Masato Ohashi、Ippei Takeda、Masashi Ikawa、Sensuke Ogoshi

  DOI：10.1021/ja208162w

  日期：2011.11.16

  Pyridines, which comprise one of the most important classes of the six-membered heterocyclic compounds, are widely distributed in nature, and the transition-metal-catalyzed [2 + 2 + 2] cycloaddition reaction of two alkynes and a nitrile is one of the most powerful methods for preparing versatile, highly substituted pyridine derivatives. However, the lack of chemo- and regioselectivity is still a crucial issue associated with fully intermolecular [2 + 2 + 2] cycloaddition. The present study developed the Ni(0)-catalyzed intermolecular dehydrogenative [4 + 2] cycloaddition reaction of 1,3-butadienes with nitrites to give a variety of pyridines regioselectively.