1,3-dithiolan-2-ylidene-methyl-(trimethylsilylmethyl)ammonium | 173853-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: 1,3-dithiolan-2-ylidene-methyl-(trimethylsilylmethyl)ammonium
• 英文别名: 1,3-Dithiolan-2-ylidene-methyl-(trimethylsilylmethyl)azanium
• CAS: 173853-87-7
• 化学式: C₈H₁₈NS₂Si
• 分子量: 220.455
• InChiKey: MRGCXAIDVMLYSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  53.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-噻吨酮 、 1,3-dithiolan-2-ylidene-methyl-(trimethylsilylmethyl)ammonium 在 cesium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 生成
  参考文献：
  名称：

  Hetero-1,3-dipolar cycloadditions of dithiolane-isocyanate imminium methylides: A novel route to 1,3-oxazolidine- and thiazolidine-2-thiones

  摘要：

  Dithiolane- isocyanate imminium methylides which are a new type of azomethine methylide-derived 1,3-dipole undergo efficient and regioselective cycloaddition to conjugated carbonyls and thiocarbonyls to yield predominantly 1,3-oxazolidine- and thiazolidine-2-thiones formed from the initial cycloadducts via loss of thurane.

  DOI：

  10.1016/0040-4039(95)02249-x
• 作为产物：
  描述：

  2-Methylimino-1,3-dithiolan 、 (三甲基硅基)甲基三氟甲烷磺酸酯 生成 1,3-dithiolan-2-ylidene-methyl-(trimethylsilylmethyl)ammonium
  参考文献：
  名称：

  Hetero-1,3-dipolar cycloadditions of dithiolane-isocyanate imminium methylides: A novel route to 1,3-oxazolidine- and thiazolidine-2-thiones

  摘要：

  Dithiolane- isocyanate imminium methylides which are a new type of azomethine methylide-derived 1,3-dipole undergo efficient and regioselective cycloaddition to conjugated carbonyls and thiocarbonyls to yield predominantly 1,3-oxazolidine- and thiazolidine-2-thiones formed from the initial cycloadducts via loss of thurane.

  DOI：

  10.1016/0040-4039(95)02249-x

文献信息

• A short dipolar cycloaddition approach to γ-lactam alkaloids from cynometra hankei
  作者：Colin W.G. Fishwick、Richard J. Foster、Robin E. Carr

  DOI：10.1016/0040-4039(96)00688-0

  日期：1996.5

  The γ-lactam based alkaloid cynometrine has been synthesised in four steps from 1-methyl-imidazole-4-carboxaldehyde. The key step involves an efficient regio-, stereo-, and chemoselective 1,3-dipolar cycloaddition of a dithiolane-fused azomethine ylide.

  γ-内酰胺基生物碱氰丁烯醚是由1-甲基-咪唑-4-甲醛经四个步骤合成的。关键步骤涉及有效的区域，立体和化学选择性的1，3-偶极环加成的二硫杂环戊烷融合的甲亚胺叶立德。
• Hetero-1,3-dipolar cycloadditions of dithiolane-isocyanate imminium methylides: A novel route to 1,3-oxazolidine- and thiazolidine-2-thiones
  作者：Colin W.G. Fishwick、Richard J. Foster、Robin E. Carr

  DOI：10.1016/0040-4039(95)02249-x

  日期：1996.1

  Dithiolane- isocyanate imminium methylides which are a new type of azomethine methylide-derived 1,3-dipole undergo efficient and regioselective cycloaddition to conjugated carbonyls and thiocarbonyls to yield predominantly 1,3-oxazolidine- and thiazolidine-2-thiones formed from the initial cycloadducts via loss of thurane.