allyl-(1H-imidazol-2-ylmethylene)-amine | 1033125-08-4

• 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: allyl-(1H-imidazol-2-ylmethylene)-amine
• CAS: 1033125-08-4
• 化学式: C₇H₉N₃
• 分子量: 135.169
• InChiKey: ZOXXVAUFSLPVLU-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  41.04
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-Chloro-3,4-dimethyl-5-phenyl-2-prop-2-enyl-1,3,2-oxazasilolidine 、 allyl-(1H-imidazol-2-ylmethylene)-amine 生成 N-allyl-1-(1H-imidazol-2-yl)but-3-en-1-amine
  参考文献：
  名称：

  Enantioselective Imidazole-Directed Allylation of Aldimines and Ketimines

  摘要：

  A new chiral allylchlorosilane has been developed that allows the highly enantioselective allylation and crotylation of a range of 2-imidazolylaldimines and ketimines. The method may be exploited for the protecting group-free synthesis of a diverse array of imidazole-bearing chiral carbinamines and, when coupled with ring-closing metathesis reactions, allows the one-pot synthesis of unusual heterocyclic motifs with potential relevance in medicinal chemistry.

  DOI：

  10.1021/ol701723w
• 作为产物：
  描述：

  丙烯胺 、 2-咪唑甲醛 以 甲醇 为溶剂， 反应 13.0h， 以98%的产率得到allyl-(1H-imidazol-2-ylmethylene)-amine
  参考文献：
  名称：

  Enantioselective Imidazole-Directed Allylation of Aldimines and Ketimines

  摘要：

  A new chiral allylchlorosilane has been developed that allows the highly enantioselective allylation and crotylation of a range of 2-imidazolylaldimines and ketimines. The method may be exploited for the protecting group-free synthesis of a diverse array of imidazole-bearing chiral carbinamines and, when coupled with ring-closing metathesis reactions, allows the one-pot synthesis of unusual heterocyclic motifs with potential relevance in medicinal chemistry.

  DOI：

  10.1021/ol701723w

文献信息

• Allylsilane–Vinylarene Cross-Metathesis Enables a Powerful Approach to Enantioselective Imine Allylation
  作者：John D. Huber、Nicholas R. Perl、James L. Leighton

  DOI：10.1002/anie.200705621

  日期：2008.4.7