tert-butyl N-[(4-chlorophenyl)-(2-hydroxynaphthalen-1-yl)methyl]carbamate | 1373935-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl N-[(4-chlorophenyl)-(2-hydroxynaphthalen-1-yl)methyl]carbamate
• CAS: 1373935-61-5
• 化学式: C₂₂H₂₂ClNO₃
• 分子量: 383.875
• InChiKey: SMOHQKHQOAPEJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氨基甲酸叔丁酯 、 4-氯苯甲醛 、 2-萘酚 在 碘 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以62%的产率得到tert-butyl N-[(4-chlorophenyl)-(2-hydroxynaphthalen-1-yl)methyl]carbamate
  参考文献：
  名称：

  Iodine-catalyzed, one-pot, three-component aza-Friedel–Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

  摘要：

  Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 5 mol % of iodine in toluene at room temperature, the reaction gives the corresponding N-CBz or N-Boc protected a-branched amines, selectively, in good to excellent yields. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.03.024

文献信息

• Iodine-catalyzed, one-pot, three-component aza-Friedel–Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations
  作者：Jaray Jaratjaroonphong、Suppachai Krajangsri、Vichai Reutrakul

  DOI：10.1016/j.tetlet.2012.03.024

  日期：2012.5

  Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 5 mol % of iodine in toluene at room temperature, the reaction gives the corresponding N-CBz or N-Boc protected a-branched amines, selectively, in good to excellent yields. (C) 2012 Published by Elsevier Ltd.