pentafluoroethyl phenyl sulfone | 14856-93-0

• 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: pentafluoroethyl phenyl sulfone
• 英文别名: PhSO2CF2CF3；Benzol-pentafluorethyl-sulfon；Phenyl-perfluor-aethylsulfon；(Pentafluoroethyl)phenyl sulfone；1,1,2,2,2-pentafluoroethylsulfonylbenzene
• CAS: 14856-93-0
• 化学式: C₈H₅F₅O₂S
• 分子量: 260.185
• InChiKey: DYXXNSAGHQDLEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,4'-二甲氧基二苯甲酮 、 pentafluoroethyl phenyl sulfone 在 potassium tert-butylate 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到4-methoxy-α-(4-methoxyphenyl)-α-(pentafluoroethyl)-benzenemethanol
  参考文献：
  名称：

  Nucleophilic Perfluoroalkylation of Imines and Carbonyls: Perfluoroalkyl Sulfones as Efficient Perfluoroalkyl-Transfer Motifs

  摘要：

  Alkoxide-induced nucleophilic pentafluoroethylation and trifluoromethylation of aldehydes, ketones, and imines using pentafluoroethyl phenyl sulfone (PhSO(2)CF(2)CF(3), 1) and trifluoromethyl phenyl sulfone (PhSO(2)CF(3), 2), respectively, have been successfully achieved. High diastereoselectivity was observed during the perfluoroalkylation of homochiral sulfinimines to give the corresponding perfluoroalkyl sulfinamides.

  DOI：

  10.1021/ol100918d
• 作为产物：
  描述：

  (perfluoroethyl)(phenyl)sulfane 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 pentafluoroethyl phenyl sulfone
  参考文献：
  名称：

  Popov,V.I. et al., Journal of Organic Chemistry USSR (English Translation), 1977, vol. 13, p. 1985 - 1988

  摘要：

  DOI：

文献信息

• [EN] 2,3-DIHYDRO-6-NITROIMIDAZO (2,1-B) OXAZOLE COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS<br/>[FR] COMPOSES 2,3-DIHYDRO-6-NITROIMIDAZO (2,1-B) OXAZOLE POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2005042542A1

  公开（公告）日：2005-05-12

  The present invention provides a 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound represented by the following general formula: (1)in the above formula (1), R1 represents a hydrogen atom or C1-C6 alkyl group, n represents an integer of 0 to 6, R1 and -(CH2)nR2 may form a spiro ring represented by the formula (30) below, together with the adjacent carbon atom (in the formula below, RRR represents a piperidyl group which may have substituents on the piperidine ring), (30)and R2 represents a benzothiazolyloxy group, quinolyloxy group, pyridyloxy group or the like. The present compound has an excellent bactericidal action against Mycobacterium tuberculosis, multi-drug-resistant Mycobacterium tuberculosis, and atypical acid-fast bacteria.

  本发明提供了一种由以下一般式表示的2,3-二氢-6-硝基咪唑[2,1-b]噁唑化合物：(1)在上述式(1)中，R1代表氢原子或C1-C6烷基，n代表0至6的整数，R1和-(CH2)nR2可以与下面的式(30)一起形成一个螺环，与相邻的碳原子一起（在下面的式中，RRR代表可能在哌啶环上具有取代基的哌啶基），(30)和R2代表苯并噻唑氧基、喹啉氧基、吡啶氧基或类似物。该化合物对结核分枝杆菌、多药耐药结核分枝杆菌和非典型耐酸细菌具有出色的杀菌作用。
• Visible-light-promoted <i>S</i>-trifluoromethylation of thiophenols with trifluoromethyl phenyl sulfone
  作者：Zhiqiang Wei、Zhengzhao Lou、Chuanfa Ni、Wei Zhang、Jinbo Hu

  DOI：10.1039/d2cc03921d

  日期：——

  Trifluoromethyl phenyl sulfone is traditionally a nucleophilic trifluoromethylating agent. Herein, we report the first example of the use of trifluoromethyl phenyl sulfone as a trifluoromethyl radical precursor. Arylthiolate anions can form electron donor–acceptor (EDA) complexes with trifluoromethyl phenyl sulfone, which can undergo an intramolecular single electron transfer (SET) reaction under visible

  三氟甲基苯砜传统上是一种亲核三氟甲基化试剂。在此，我们报告了使用三氟甲基苯砜作为三氟甲基自由基前体的第一个例子。芳基硫醇阴离子可以与三氟甲基苯砜形成电子供体-受体（EDA）配合物，在可见光照射下发生分子内单电子转移（SET）反应，从而在无光氧化还原催化剂条件下实现苯硫酚的S-三氟甲基化。使用相应的全氟烷基苯基砜也可以实现苯硫酚的类似S-全氟乙基化和S-全氟-异丙基化。
• Reaction of sulfuryl fluoride and sulfonyl florides with fluoro olefins
  作者：Stanley Temple

  DOI：10.1021/jo01265a070

  日期：1968.1
• 2,3-DIHYDRO-6-NITROIMIDAZO [2,1-B] OXAZOLE COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP1678185A1

  公开（公告）日：2006-07-12
• Nucleophilic Perfluoroalkylation of Imines and Carbonyls: Perfluoroalkyl Sulfones as Efficient Perfluoroalkyl-Transfer Motifs
  作者：G. K. Surya Prakash、Ying Wang、Ryo Mogi、Jinbo Hu、Thomas Mathew、George A. Olah

  DOI：10.1021/ol100918d

  日期：2010.7.2

  Alkoxide-induced nucleophilic pentafluoroethylation and trifluoromethylation of aldehydes, ketones, and imines using pentafluoroethyl phenyl sulfone (PhSO(2)CF(2)CF(3), 1) and trifluoromethyl phenyl sulfone (PhSO(2)CF(3), 2), respectively, have been successfully achieved. High diastereoselectivity was observed during the perfluoroalkylation of homochiral sulfinimines to give the corresponding perfluoroalkyl sulfinamides.