2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)aziridine | 1026020-46-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)aziridine
• 英文别名: 2-Naphthalen-2-yl-1-(4-nitrophenyl)sulfonylaziridine
• CAS: 1026020-46-1
• 化学式: C₁₈H₁₄N₂O₄S
• 分子量: 354.386
• InChiKey: BPBRNXFZLSSBTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-vinylidenesuccinic acid diethyl ester 、 2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)aziridine 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 trans-diethyl 5-(naphth-2-yl)-2-(4-nitrobenzyl)-1,4,5,6-tetrahydropyridine-3,4-dicarboxylate 、
  参考文献：
  名称：

  Guo, Hongchao; Xu, Qihai; Kwon, Ohyun, Journal of the American Chemical Society, 2009, vol. 131, p. 6318 - 6319

  摘要：

  DOI：
• 作为产物：
  描述：

  p-nitrobenzenesulfonyl azide 、 2-乙烯基萘 在 C₇₈H₉₅CoN₈O₄ 作用下， 以 氯苯 为溶剂， 反应 18.0h， 以75%的产率得到2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)aziridine
  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.
• 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.
• Guo, Hongchao; Xu, Qihai; Kwon, Ohyun, Journal of the American Chemical Society, 2009, vol. 131, p. 6318 - 6319
  作者：Guo, Hongchao、Xu, Qihai、Kwon, Ohyun

  DOI：——

  日期：——