2-(4-methylphenylsulfonamido)phenyl dimethylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-methylphenylsulfonamido)phenyl dimethylcarbamate
• 英文别名: [2-[(4-methylphenyl)sulfonylamino]phenyl] N,N-dimethylcarbamate
• 化学式: C₁₆H₁₈N₂O₄S
• 分子量: 334.396
• InChiKey: UCCKIKIUWFQOBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 N,N-二甲基-氨基甲酸苯基酯 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 copper diacetate 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以80%的产率得到2-(4-methylphenylsulfonamido)phenyl dimethylcarbamate
  参考文献：
  名称：

  Iridium-Catalyzed Direct Arene C–H Bond Amidation with Sulfonyl- and Aryl Azides

  摘要：

  Iridium-catalyzed direct ortho C-H amidation of arenes has been shown to work well with sulfonyl- and aryl azides as the nitrogen source. The reaction proceeds efficiently with a broad range of substrates bearing conventional directing groups with excellent functional group compatibility under mild conditions. In addition, substrates forming not only 5- but also 6-membered iridacycle intermediates undergo the C-H amidation with high selectivity.

  DOI：

  10.1021/jo4019683

文献信息

• Iridium-Catalyzed Direct Arene C–H Bond Amidation with Sulfonyl- and Aryl Azides
  作者：Donggun Lee、Youngchan Kim、Sukbok Chang

  DOI：10.1021/jo4019683

  日期：2013.11.1

  Iridium-catalyzed direct ortho C-H amidation of arenes has been shown to work well with sulfonyl- and aryl azides as the nitrogen source. The reaction proceeds efficiently with a broad range of substrates bearing conventional directing groups with excellent functional group compatibility under mild conditions. In addition, substrates forming not only 5- but also 6-membered iridacycle intermediates undergo the C-H amidation with high selectivity.