phenoxysulfonyl azide | 57060-38-5

• 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: phenoxysulfonyl azide
• 英文别名: azidosulfuric acid phenyl ester；phenyl N-diazosulfamate
• CAS: 57060-38-5
• 化学式: C₆H₅N₃O₃S
• 分子量: 199.19
• InChiKey: JHJUWHRUEYHGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phenoxysulfonyl azide 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 生成 phenyl sulfamate
  参考文献：
  名称：

  A Convenient Synthesis of Aryl Sulfamates

  摘要：

  DOI：

  10.1055/s-1978-24740
• 作为产物：
  描述：

  phenylchlorosulfate 在 叠氮化四丁基铵 作用下， 以 苯 为溶剂， 反应 0.17h， 以90%的产率得到phenoxysulfonyl azide
  参考文献：
  名称：

  Hedayatullah, Mir; Hugueny, Jean Claude, Synthetic Communications, 1981, vol. 11, # 8, p. 643 - 646

  摘要：

  DOI：

文献信息

• Chan–Lam coupling reaction of sulfamoyl azides with arylboronic acids for synthesis of unsymmetrical <i>N</i>-arylsulfamides
  作者：Suk-Young Won、Seo-Eun Kim、Yong-Ju Kwon、Inji Shin、Jungyeob Ham、Won-Suk Kim

  DOI：10.1039/c8ra09219b

  日期：——

  An efficient method was developed for the synthesis of unsymmetrical N-arylsulfamides using sulfamoyl azides and arylboronic acids in the presence of 10 mol% of copper chloride as the catalyst. The reaction was facilitated in MeOH in an open flask at room temperature. Unlike the coupling of sulfamides and boronic acids, the use of sulfamoyl azides was found to be beneficial with respect to the yield

  开发了一种在 10 mol% 氯化铜作为催化剂存在下使用氨磺酰叠氮化物和芳基硼​​酸合成不对称N-芳基磺酰胺的有效方法。在室温下在开口烧瓶中的MeOH中促进反应。与磺胺和硼酸的偶联不同，发现使用氨磺酰叠氮化物对产率和反应时间是有益的。
• Hedayatullah, Mir; Hugueny, Jean Claude, Phosphorus and Sulfur and the Related Elements, 1984, vol. 20, p. 371 - 376
  作者：Hedayatullah, Mir、Hugueny, Jean Claude

  DOI：——

  日期：——
• Room temperature activation of aryloxysulfonyl azides by [Co(II)(TPP)] for selective radical aziridination of alkenes via metalloradical catalysis
  作者：Velusamy Subbarayan、Li-Mei Jin、Xin Cui、X.Peter Zhang

  DOI：10.1016/j.tetlet.2015.01.186

  日期：2015.6

  Aryloxysulfonyl azides can be effectively activated by commercially available cobalt(II) complex of meso-tetraphenylporphyrin ([Co(TPP)]) at room temperature under neutral and nonoxidative conditions for selective radical aziridination of alkenes via metalloradical catalysis. The [Co(TPP)]-catalyzed radical aziridination system is suitable for different combinations of olefin substrates and aryloxysulfonyl azides, producing various N-aryloxysulfonyl aziridine derivatives in good to excellent yields. In addition to generating the environmentally benign N-2 as the only byproduct, this Co(II)-based metalloradical aziridination process features mild reaction conditions and operational simplicity. (C) 2015 Elsevier Ltd. All rights reserved.
• Nojima,M., Journal of the Chemical Society. Perkin transactions I, 1979, p. 1811 - 1815
  作者：Nojima,M.

  DOI：——

  日期：——
• Hedayatullah, Mir; Guy, Alain; Hugueny, Jean Claude, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1385 - 1387
  作者：Hedayatullah, Mir、Guy, Alain、Hugueny, Jean Claude

  DOI：——

  日期：——