2-Phenyl-[1,3]dithiane-2-carbonitrile | 72745-56-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2-Phenyl-[1,3]dithiane-2-carbonitrile
• 英文别名: 2-Phenyl-1,3-dithiane-2-carbonitrile
• CAS: 72745-56-3
• 化学式: C₁₁H₁₁NS₂
• 分子量: 221.347
• InChiKey: JTDLDYVIFNIDEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Phenyl-[1,3]dithiane-2-carbonitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以63%的产率得到2-Aminomethyl-2-phenyl-1,3-dithian
  参考文献：
  名称：

  1,3-Dithienium- und 1,3-Dithioleniumsalze. IX. Reaktionen von 1,3-Dithian-2-ylium-tetrafluoroboraten mitC-Nucleophilen

  摘要：

  1,3-Dithian-2-ylium tetrafluoroborates (1), which can be easily obtained by variable methods, react in good to excellent yields with variable C-nucleophiles to new geminal disubstituted 1,3-dithianes. The latter compounds are potential precursors of interesting synthetic building blocks. Reactions are described with 2-lithio-1,3-dithianes 2, sodium cyanide 4, sodium salts of the nitro alkanes 7 and CH-acids of the type of the 1,3-dicarbonyl compounds 9. The reduction of 3-oxo-2(2-phenyl-1,3-dithian-2-yl)-ethoxybutanoat - following a diastereoselective pathway - leads to the Cram product 11. Further presented is the crystal structure of 2-phenyl-1,3-dithiane-2-ylium tetrafluoroborate (1b).

  DOI：

  10.1002/prac.19983400110
• 作为产物：
  描述：

  氰化钠 、 2-phenyl-1,3-dithian-2-ylium tetrafluoroborate 以 四氢呋喃 为溶剂， 反应 36.0h， 以75%的产率得到2-Phenyl-[1,3]dithiane-2-carbonitrile
  参考文献：
  名称：

  1,3-Dithienium- und 1,3-Dithioleniumsalze. IX. Reaktionen von 1,3-Dithian-2-ylium-tetrafluoroboraten mitC-Nucleophilen

  摘要：

  1,3-Dithian-2-ylium tetrafluoroborates (1), which can be easily obtained by variable methods, react in good to excellent yields with variable C-nucleophiles to new geminal disubstituted 1,3-dithianes. The latter compounds are potential precursors of interesting synthetic building blocks. Reactions are described with 2-lithio-1,3-dithianes 2, sodium cyanide 4, sodium salts of the nitro alkanes 7 and CH-acids of the type of the 1,3-dicarbonyl compounds 9. The reduction of 3-oxo-2(2-phenyl-1,3-dithian-2-yl)-ethoxybutanoat - following a diastereoselective pathway - leads to the Cram product 11. Further presented is the crystal structure of 2-phenyl-1,3-dithiane-2-ylium tetrafluoroborate (1b).

  DOI：

  10.1002/prac.19983400110

文献信息

• MARCHAND E.; MOREL G.; FOUCAUD A., C. R. ACAD. SCI., 1979, C289, NO 2, 57-60
  作者：MARCHAND E.、 MOREL G.、 FOUCAUD A.

  DOI：——

  日期：——