N-(p-toluenesulfonyl)-2,2-dimethyl-3-butylaziridine

• 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: N-(p-toluenesulfonyl)-2,2-dimethyl-3-butylaziridine
• 英文别名: 3-Butyl-2,2-dimethyl-1-(4-methylphenyl)sulfonylaziridine
• 化学式: C₁₅H₂₃NO₂S
• 分子量: 281.419
• InChiKey: HUKKJNHOCCNFER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基-2-庚烯 、 chloroamine-T 在 碘 、 甲基三辛基氯化铵 作用下， 反应 5.0h， 以43%的产率得到N-(p-toluenesulfonyl)-2,2-dimethyl-3-butylaziridine
  参考文献：
  名称：

  Novel organic-solvent-free aziridination of olefins: Chloramine-T–I2 system under phase-transfer catalysis conditions

  摘要：

  通过在水中使用催化量的季铵盐进行碘催化的氮丙啶化，可以成功地对多种烯烃进行氮丙啶化。此外，大规模的苯乙烯氮丙啶化过程可以通过简单的后处理以良好的收率得到高纯度的氮丙啶。

  DOI：

  10.1039/b104940m

文献信息

• Iodine-catalyzed aziridination of alkenes using Chloramine-T as a nitrogen source
  作者：Takeya Ando、Daisuke Kano、Satoshi Minakata、Ilhyong Ryu、Mitsuo Komatsu

  DOI：10.1016/s0040-4020(98)00827-8

  日期：1998.10

  Iodine was found to be an efficient catalyst for the aziridination of alkenes utilizing Chloramine-T (N-chloro-N-sodio-p-toluenesulfonamide) as a nitrogen source. For example, when two equivalents of styrene were added to Chloramine-T in the presence of a catalytic amount of iodine in a 1 : 1 solvent mixture of acetonitrile and neutral buffer, the corresponding aziridine 1 was obtained in 91% yield. The reaction could be applied to other acyclic and cyclic alkenes such as 1-octene and cyclohexene. The aziridination of p-substituted styrene derivatives 2-5 with Chloramine-T showed that electron-rich alkenes reacted faster than electron-poor ones. Several Chloramine-T analogs were also examined and were found to give the corresponding aziridines 8-10 in only moderate yields. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Novel organic-solvent-free aziridination of olefins: Chloramine-T–I2 system under phase-transfer catalysis conditions
  作者：Daisuke Kano、Satoshi Minakata、Mitsuo Komatsu

  DOI：10.1039/b104940m

  日期：2001.11.29

  A variety of olefins could be aziridinated successfully by employing iodine-catalysed aziridination in water with a catalytic amount of a quaternary ammonium salt. Furthermore, the larger-scale process of styrene aziridination gives a highly pure aziridine in good yield via simple work-up.

  通过在水中使用催化量的季铵盐进行碘催化的氮丙啶化，可以成功地对多种烯烃进行氮丙啶化。此外，大规模的苯乙烯氮丙啶化过程可以通过简单的后处理以良好的收率得到高纯度的氮丙啶。