N-(4-methoxybenzyl)benzo[d][1,3]dioxol-5-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(4-methoxybenzyl)benzo[d][1,3]dioxol-5-amine
• 英文别名: N-[(4-methoxyphenyl)methyl]-1,3-benzodioxol-5-amine
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: AYCUTXDFVBPILW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 、 4-甲氧基苄胺 在 copper(l) iodide 、 盐酸二甲双胍 、 caesium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以49%的产率得到N-(4-methoxybenzyl)benzo[d][1,3]dioxol-5-amine
  参考文献：
  名称：

  Ullmann-type C–N coupling reaction catalyzed by CuI/metformin

  摘要：

  A facile and efficient method for Ullmann-type C-N coupling reaction of amine and aryl halide catalyzed by CuI/metformin in EtOH is described. The advantages of this method are the use of an inexpensive and readily available catalyst and ligand, easy workup, shorter reaction time, improved yields, and the use of green solvent. Furthermore, this procedure is applied successfully for the modification of natural products, such as Vindoline and Tabersonin. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.014

文献信息

• Ullmann-type C–N coupling reaction catalyzed by CuI/metformin
  作者：Chao Zhang、Zhajun Zhan、Min Lei、Lihong Hu

  DOI：10.1016/j.tet.2014.10.014

  日期：2014.11

  A facile and efficient method for Ullmann-type C-N coupling reaction of amine and aryl halide catalyzed by CuI/metformin in EtOH is described. The advantages of this method are the use of an inexpensive and readily available catalyst and ligand, easy workup, shorter reaction time, improved yields, and the use of green solvent. Furthermore, this procedure is applied successfully for the modification of natural products, such as Vindoline and Tabersonin. (C) 2014 Elsevier Ltd. All rights reserved.