N-(4-(2-p-tolylaziridin-1-ylsulfonyl)phenyl)acetamide | 1026020-47-2

• 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-(4-(2-p-tolylaziridin-1-ylsulfonyl)phenyl)acetamide
• 英文别名: N-[4-[2-(4-methylphenyl)aziridin-1-yl]sulfonylphenyl]acetamide
• CAS: 1026020-47-2
• 化学式: C₁₇H₁₈N₂O₃S
• 分子量: 330.408
• InChiKey: FHYADENHSJAXIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Alpha-甲基苯乙烯 、 4-乙酰氨基苯磺酰叠氮 在 C₇₈H₉₅CoN₈O₄ 作用下， 以 氯苯 为溶剂， 反应 18.0h， 以83%的产率得到N-(4-(2-p-tolylaziridin-1-ylsulfonyl)phenyl)acetamide
  参考文献：
  名称：

  A Highly Effective Cobalt Catalyst for Olefin Aziridination with Azides: Hydrogen Bonding Guided Catalyst Design

  摘要：

  [Co(P1)], which was designed on the basis of potential hydrogen-bonding interactions in the metal-nitrene intermediate, is a highly active aziridination catalyst with azides. [Co(P1)] can effectively aziridinate various aromatic olefins with arylsulfonyl azides under mild conditions, forming sulfonylated aziridines in excellent yields. The Co-based system enjoys several attributes associated with the relatively low cost of cobalt and the wide accessibility of arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only byproduct.

  DOI：

  10.1021/ol800588p

文献信息

• Metal Porphyrin Catalyzed Olefin Aziridination with Sulfonyl Azides
  申请人：Zhang X. Peter

  公开号：US20110112288A1

  公开（公告）日：2011-05-12

  Cobalt(II) complex of P1 [Co(P1)], a new porphyrin that was designed on the basis of potential hydrogen bonding interactions in the metal-nitrene intermediate, is a highly active catalyst for olefin aziridination with azides. The [Co(P1)]-based system can be effectively employed for different combinations of aromatic olefins and arysulfonyl azides, synthesizing various sulfonylated aziridines in excellent yields. Besides its mild catalytic conditions, the Co-catalyzed aziridination process enjoys several attributes associated with the relatively low cost of cobalt and widely accessible arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only by-product.
• [EN] METAL PORPHYRIN CATALYZED OLEFIN AZIRIDINATION WITH SULFONYL AZIDES<br/>[FR] AZIRIDINATION D'OLÉFINES CATALYSÉE PAR UNE PORPHYRINE MÉTALLIQUE AVEC DES SULFONYLAZIDES
  申请人：UNIV SOUTH FLORIDA

  公开号：WO2009146032A2

  公开（公告）日：2009-12-03

  Cobalt(II) complex of P1 [Co(P1)], a new porphyrin that was designed on the basis of potential hydrogen bonding interactions in the metal-nitrene intermediate, is a highly active catalyst for olefin aziridination with azides. The [Co(P1)]- based system can be effectively employed for different combinations of aromatic olefins and arysulfonyl azides, synthesizing various sulfonylated aziridines in excellent yields. Besides its mild catalytic conditions, the Co-catalyzed aziridination process enjoys several attributes associated with the relatively low cost of cobalt and widely accessible arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only by-product.
• A Highly Effective Cobalt Catalyst for Olefin Aziridination with Azides: Hydrogen Bonding Guided Catalyst Design
  作者：Joshua V. Ruppel、Jess E. Jones、Chelsea A. Huff、Rajesh M. Kamble、Ying Chen、X. Peter Zhang

  DOI：10.1021/ol800588p

  日期：2008.5.1

  [Co(P1)], which was designed on the basis of potential hydrogen-bonding interactions in the metal-nitrene intermediate, is a highly active aziridination catalyst with azides. [Co(P1)] can effectively aziridinate various aromatic olefins with arylsulfonyl azides under mild conditions, forming sulfonylated aziridines in excellent yields. The Co-based system enjoys several attributes associated with the relatively low cost of cobalt and the wide accessibility of arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only byproduct.