5,6-dimethyl-2-(1-(trimethylsilyl)propen-2-yl)pyrazine | 143901-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5,6-dimethyl-2-(1-(trimethylsilyl)propen-2-yl)pyrazine
• 英文别名: [(E)-2-(5,6-dimethylpyrazin-2-yl)prop-1-enyl]-trimethylsilane
• CAS: 143901-65-9
• 化学式: C₁₂H₂₀N₂Si
• 分子量: 220.39
• InChiKey: ICUJCTBFUAREHD-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(三甲基硅基)丙炔 、 2,3-二甲基吡嗪 在 Cp₂Zr(CH₃)(THF)⁺ 作用下， 生成 5,6-dimethyl-2-(1-(trimethylsilyl)propen-2-yl)pyrazine
  参考文献：
  名称：

  Zirconium-mediated reactions of alkylpyrazines and alkynes. Synthesis of highly substituted alkylpyrazines

  摘要：

  Sequential one-pot addition of alkylpyrazines, alkynes, and a proton source to a solution of Cp2Zr(Me)(THF)+ (1) in CH2Cl2 at room temperature affords (E)-alkenyl-substituted alkylpyrazines 2-10 in excellent yields. The regio- and stereoselectively observed in these reactions is similar to those observed previously for related early transition metal-mediated reactions and is ascribed to steric and Si electronic effects. Conventional synthetic organic manipulation of the alkenylpyrazines provides easy access to a variety of highly substituted alkylpyrazines including tri- and tetrasubstituted alkylpyrazines 13, 17-20, dibromoalkylpyrazine 14, bromoalkylpyrazine 15, and epoxyalkylpyrazine 16.

  DOI：

  10.1021/jo00048a038

文献信息

• Zirconium-mediated reactions of alkylpyrazines and alkynes. Synthesis of highly substituted alkylpyrazines
  作者：Anil S. Guram、Richard F. Jordan

  DOI：10.1021/jo00048a038

  日期：1992.10

  Sequential one-pot addition of alkylpyrazines, alkynes, and a proton source to a solution of Cp2Zr(Me)(THF)+ (1) in CH2Cl2 at room temperature affords (E)-alkenyl-substituted alkylpyrazines 2-10 in excellent yields. The regio- and stereoselectively observed in these reactions is similar to those observed previously for related early transition metal-mediated reactions and is ascribed to steric and Si electronic effects. Conventional synthetic organic manipulation of the alkenylpyrazines provides easy access to a variety of highly substituted alkylpyrazines including tri- and tetrasubstituted alkylpyrazines 13, 17-20, dibromoalkylpyrazine 14, bromoalkylpyrazine 15, and epoxyalkylpyrazine 16.