α,β-dibromocinnamaldehyde | 95534-69-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: α,β-dibromocinnamaldehyde
• 英文别名: 2,3-Dibromo-3-phenylprop-2-enal
• CAS: 95534-69-3
• 化学式: C₉H₆Br₂O
• 分子量: 289.954
• InChiKey: JAZLDZXVJZXJRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  α,β-dibromocinnamaldehyde 在 sodium azide 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 4-benzyl-1-(4-chlorophenyl)-2-phenyl-1H-imidazole
  参考文献：
  名称：

  New efficient synthesis of 1,2,4-trisubstituted imidazoles and imidazo[1,2-c]quinazolines by a tandem aza-Wittig/electrocyclic ring-closure process

  摘要：

  A series of 1,2,4-trisubstituted imidazoles 5 were synthesized efficiently by a tandem aza-Wittig/1,5-electrocyclic ring-closure reaction of vinyliminophosphoranes 3 with aldehydes. Reactions of 5s,t with triphenylphosphine produced iminophosphoranes 7. A tandem aza-Wittig reaction of iminophosphorane 7 with isocyanate generated imidazo[1,2-c]quinazolines 9 in high yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.005

文献信息

• New efficient synthesis of 1,2,4-trisubstituted imidazoles and imidazo[1,2-c]quinazolines by a tandem aza-Wittig/electrocyclic ring-closure process
  作者：Yi-Bo Nie、Zhuan Duan、Ming-Wu Ding

  DOI：10.1016/j.tet.2011.12.005

  日期：2012.1

  A series of 1,2,4-trisubstituted imidazoles 5 were synthesized efficiently by a tandem aza-Wittig/1,5-electrocyclic ring-closure reaction of vinyliminophosphoranes 3 with aldehydes. Reactions of 5s,t with triphenylphosphine produced iminophosphoranes 7. A tandem aza-Wittig reaction of iminophosphorane 7 with isocyanate generated imidazo[1,2-c]quinazolines 9 in high yields. (C) 2011 Elsevier Ltd. All rights reserved.