tert-butyl (2-(1H-pyrazol-1-yl)phenyl)carbamate | 1488196-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl (2-(1H-pyrazol-1-yl)phenyl)carbamate
• 英文别名: tert-butyl N-(2-pyrazol-1-ylphenyl)carbamate
• CAS: 1488196-57-1
• 化学式: C₁₄H₁₇N₃O₂
• 分子量: 259.308
• InChiKey: CUDHYBZLJRIYKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-羟基氨基甲酸叔丁酯 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 三乙胺 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 tert-butyl (2-(1H-pyrazol-1-yl)phenyl)carbamate
  参考文献：
  名称：

  N-Substituted Hydroxylamines as Synthetically Versatile Amino Sources in the Iridium-Catalyzed Mild C–H Amidation Reaction

  摘要：

  N-Substituted hydroxylamines such as aroyloxy- or acyloxycarbamates were successfully employed as synthetically versatile amino precursors in the iridium-catalyzed direct C-H amidation of arenes. The reaction proceeds smoothly at room temperature over a broad range of substrates with high functional group tolerance to afford N-substituted arylamine products.

  DOI：

  10.1021/ol501338h

文献信息

• [RhCp*Cl₂]₂-Catalyzed Directed <i>N</i>-Boc Amidation of Arenes “on Water”
  作者：Md Ashif Ali、Xiayin Yao、Hao Sun、Hongjian Lu

  DOI：10.1021/acs.orglett.5b00392

  日期：2015.3.20

  Rhodium(III) catalysis on water is effective for directed C-H amidation of arenes. The catalytic process is promoted by OH groups present on the hydrophobic water surface and is inefficient in all (most) common organic solvents investigated so far. In the presence of easily prepared tert-butyl 2,4-dinitrophenoxycarbamate, a new and stable nitrene source, the on water reaction can efficiently provide the desired N-Boc-aminated products with good functional group tolerance.