10-Phenyl-phenothiazin-5-oxid | 23099-78-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 10-Phenyl-phenothiazin-5-oxid
• 英文别名: 10-Phenylphenothiazine-5-oxide；10-phenylphenothiazine 5-oxide
• CAS: 23099-78-7
• 化学式: C₁₈H₁₃NOS
• 分子量: 291.373
• InChiKey: JFDZDXBCWUUFJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-Phenyl-phenothiazin-5-oxid 在 二氧化氮 作用下， 以 乙腈 为溶剂， 生成 3-Nitro-10-Phenylphenothiazin 5,5-Dioxid
  参考文献：
  名称：

  Bandlish,B.K. et al., Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 209 - 211

  摘要：

  DOI：
• 作为产物：
  描述：

  10-苯基-10H-吩噻嗪 在 氧气 、 nitrosonium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 以100%的产率得到10-Phenyl-phenothiazin-5-oxid
  参考文献：
  名称：

  Bosch, Eric; Kochi, Jay K., Journal of the Chemical Society. Perkin transactions I, 1995, # 8, p. 1057 - 1064

  摘要：

  DOI：

文献信息

• Sulfonium Triggered Alkyne–Azide Click Cycloaddition
  作者：Zhanfeng Hou、Yuena Wang、Chuan Wan、Lijuan Song、Rui Wang、Xiaochun Guo、Dongyan Yang、Yaping Zhang、Xuan Qin、Ziyuan Zhou、Xinhao Zhang、Feng Yin、Zigang Li

  DOI：10.1021/acs.orglett.2c00021

  日期：2022.2.25

  Herein, we report the first facile Cu-free click reaction between alkynyl sulfonium and azide at ambient temperatures in aqueous media. DFT computations indicate that the sulfonium group is the key factor to gaining reactivity by stabilizing LUMO+1 and influencing the charge distribution of the triple bond. Sulfonium alkynes can be easily synthesized and scaled up, and most of them are biocompatible

  在这里，我们报告了在环境温度下在水介质中炔基锍和叠氮化物之间的第一个简单的无铜点击反应。DFT 计算表明，锍基团是通过稳定 LUMO+1 并影响三键电荷分布而获得反应性的关键因素。锍炔烃可以很容易地合成和放大，并且大多数是生物相容的。我们准备了候选分子并测试了它们在多个概念验证生物学应用中的用途。
• Selective Catalysis of Thioether Oxidations with Dioxygen. Critical Role of Nitrosonium EDA Complexes in the Thermal and Photochemical Transfer of Oxygen Atom from Nitrogen Oxides to Sulfur Centers
  作者：Eric Bosch、Jay K. Kochi

  DOI：10.1021/jo00115a038

  日期：1995.5

  Various alkyl and aryl thioethers (R(2)S) are readily converted in high yields to sulfoxides in the presence of dioxygen and catalytic amounts of nitrogen dioxide. Separate experiments with stoichiometric amounts of reagents (under anaerobic conditions) establish the nitrosonium EDA complex [R(2)S, NO+] NO3- as the critical intermediate formed from the thioether-induced disproportionation of NO2. Low-temperature photoactivation by the deliberate irradiation of the charge-transfer absorption band of [R(2)S, NO+] NO3- leads to sulfoxide via the thioether cation radical. Electron transfer is also a viable route to the thermal (stoichiometric) oxidation of thioethers with NO2 via the same nitrosonium EDA complex. As such, Scheme 4 presents the complete sequence of redox changes of the nitrogen oxides in the catalytic conversion of thioether to sulfoxide via the cation radical.
• Some Derivatives of Phenothiazine
  作者：Henry Gilman、David A. Shirley

  DOI：10.1021/ja01234a013

  日期：1944.6
• Ion radicals. XXXIII. Reactions of 10-methyl- and 10-phenylphenothiazine cation radicals with ammonia and amines. Preparation and reactions of 5-(N-alkyl)sulfilimines and 5-(N,N-dialkylamino)sulfonium salts
  作者：Baldev K. Bandlish、A. Greg Padilla、Henry J. Shine

  DOI：10.1021/jo00906a004

  日期：1975.9
• KNYAZEV V. N.; DROZD V. N.; MOZHAEVA T. YA., ZH. ORGAN. XIMII, 1979, 15, HO 12, 2561-2568
  作者：KNYAZEV V. N.、 DROZD V. N.、 MOZHAEVA T. YA.

  DOI：——

  日期：——