4-(trifluoromethoxy)-N-[4-(trifluoromethoxy)phenyl]sulfonylbenzenesulfonamide | 1355251-09-0

• 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: 4-(trifluoromethoxy)-N-[4-(trifluoromethoxy)phenyl]sulfonylbenzenesulfonamide
• CAS: 1355251-09-0
• 化学式: C₁₄H₉F₆NO₆S₂
• 分子量: 465.351
• InChiKey: ZFTJJCYCZKFCBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  4-(trifluoromethoxy)-N-[4-(trifluoromethoxy)phenyl]sulfonylbenzenesulfonamide 在 sodium hydroxide 、 fluorine 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 生成 N-fluoro-bis(p-trifluoromethoxybenzenesulfonyl)imide
  参考文献：
  名称：

  Comparative studies on the enantioselective fluorination of oxindoles with structurally modified N-fluorobenzenesulfonimides

  摘要：

  Structurally modified N-fluorobenzenesulfonimides (NFSIs) have been used to study the enantioselective fluorination of oxindoles in the presence of a bis-cinchona alkaloid, (DHQD)(2)PHAL, as the catalyst. We observe that the NFSI analogues bearing two tert-butyl groups at the para-position of the symmetric phenyl rings led to an enhanced enantioselectivity in most cases (up to 96% ee) compared with the unmodified NESIs (less than 69% ee). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.037

文献信息

• Metal-Free Remote C–H Bond Amidation of 8-Amidoquinolines on the C5 Position under Mild Conditions
  作者：Dezhong Ji、Xin He、Yizhu Xu、Ziyue Xu、Yuchen Bian、Weixing Liu、Qihua Zhu、Yungen Xu

  DOI：10.1021/acs.orglett.6b01980

  日期：2016.9.16

  An efficient and facile process was developed for the remote C-H bond amidation of 8-aminoquinoline scaffolds on the C5 position which is geometric. The method only made use of PhI(OAc)(2) as a mediator and showed good tolerance toward numerous dibenzenesulfonimides and amides, giving the corresponding products in moderate to excellent yield.
• Correction to “Metal-Free Remote C–H Bond Amidation of 8-amidoquinolines on the C5 Position under Mild Conditions”
  作者：Dezhong Ji、Xin He、Yizhu Xu、Ziyue Xu、Yuchen Bian、Weixing Liu、Qihua Zhu、Yungen Xu

  DOI：10.1021/acs.orglett.6b02867

  日期：2016.11.4
• The investigation of fluorination reaction of p-substituted benzenesulfonimides with fluorine–nitrogen mixed gas to synthesize NFSI analogues
  作者：Guanlong Chen、Fuli Chen、Yan Zhang、Xueyan Yang、Xiaoming Yuan、Fanhong Wu、Xianjin Yang

  DOI：10.1016/j.jfluchem.2011.10.012

  日期：2012.1

  This paper studied the fluorination reaction of p-substituted benzenesulfonimides with diluted elemental fluorine to synthesize N-fluoro-benzenesulfonimide (NFSI) analogues. Several synthetic methods were compared and we found that, for many p-substituted benzenesulfonimides, the fluorination of their sodium salts with 10% F-2-N-2 mixed gas in acetonitrile at room temperature could afford NFSI analogues in moderate to good yields. (C) 2011 Elsevier B.V. All rights reserved.
• Comparative studies on the enantioselective fluorination of oxindoles with structurally modified N-fluorobenzenesulfonimides
  作者：Yan Zhang、Xian-Jin Yang、Tian Xie、Guan-Long Chen、Wen-Hua Zhu、Xiao-Qi Zhang、Xue-Yan Yang、Xin-Yan Wu、Xiao-Peng He、Hao-Ming He

  DOI：10.1016/j.tet.2013.04.037

  日期：2013.6

  Structurally modified N-fluorobenzenesulfonimides (NFSIs) have been used to study the enantioselective fluorination of oxindoles in the presence of a bis-cinchona alkaloid, (DHQD)(2)PHAL, as the catalyst. We observe that the NFSI analogues bearing two tert-butyl groups at the para-position of the symmetric phenyl rings led to an enhanced enantioselectivity in most cases (up to 96% ee) compared with the unmodified NESIs (less than 69% ee). (C) 2013 Elsevier Ltd. All rights reserved.