(3,5-dibenzyl-4-phenyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)(phenyl)methanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3,5-dibenzyl-4-phenyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)(phenyl)methanone
• 英文别名: (3,5-Dibenzyl-4-phenyl-2-sulfanylideneimidazol-1-yl)-phenylmethanone；(3,5-dibenzyl-4-phenyl-2-sulfanylideneimidazol-1-yl)-phenylmethanone
• 化学式: C₃₀H₂₄N₂OS
• 分子量: 460.599
• InChiKey: OHNQSAJBNPGXFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苄胺 在 copper(I) bromide 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 (3,5-dibenzyl-4-phenyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)(phenyl)methanone
  参考文献：
  名称：

  Base-Mediated Hydroamination of Propargylamine: A Regioselective Intramolecular 5-exo-dig Cycloisomerization en Route to Imidazole-2-thione

  摘要：

  An intramolecular transition-metal-free base-mediated hydroamination of propargylamine with isothiocyanates has been achieved. This atom-economical, regioselective intramolecular 5-exo-dig cycloisomerization was utilized for the one-pot synthesis of diversely substituted imidazole-2-thione and spiro-cyclic imidazolidine-2-thione. The reaction goes to completion at room temperature via propargylthiourea and 6597% isolated yields were obtained.

  DOI：

  10.1021/ol502871r

文献信息

• Base-Mediated Hydroamination of Propargylamine: A Regioselective Intramolecular 5-<i>exo-dig</i> Cycloisomerization en Route to Imidazole-2-thione
  作者：Alok Ranjan、Ragini Yerande、Prasad B. Wakchaure、Swapnil G. Yerande、Dattatraya H. Dethe

  DOI：10.1021/ol502871r

  日期：2014.11.7

  An intramolecular transition-metal-free base-mediated hydroamination of propargylamine with isothiocyanates has been achieved. This atom-economical, regioselective intramolecular 5-exo-dig cycloisomerization was utilized for the one-pot synthesis of diversely substituted imidazole-2-thione and spiro-cyclic imidazolidine-2-thione. The reaction goes to completion at room temperature via propargylthiourea and 6597% isolated yields were obtained.