1-trifluoromethyl-4-[1-(phenylsulfonyl)ethenyl]benzene | 705966-22-9

• 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: 1-trifluoromethyl-4-[1-(phenylsulfonyl)ethenyl]benzene
• 英文别名: 1-[1-(Benzenesulfonyl)ethenyl]-4-(trifluoromethyl)benzene
• CAS: 705966-22-9
• 化学式: C₁₅H₁₁F₃O₂S
• 分子量: 312.312
• InChiKey: XYSJDHQKXNYTRV-UHFFFAOYSA-N

物化性质

• 沸点：
  435.1±45.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-trifluoromethyl-4-[1-(phenylsulfonyl)ethenyl]benzene 在 盐酸 作用下， 以 四氢呋喃 、 邻二甲苯 为溶剂， 生成 4-(4-trifluoromethyl)-4-(phenylsulfonyl)cyclohexanone
  参考文献：
  名称：

  Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonyl cyclohexanones

  摘要：

  The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones. containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38-78% overall yield by way of three steps: (i) sulfinate alkylation: (ii) methylenation: and (iii) regioselective Diels-Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.031
• 作为产物：
  描述：

  1-溴-三氟对二甲苯 在 乙酸酐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-trifluoromethyl-4-[1-(phenylsulfonyl)ethenyl]benzene
  参考文献：
  名称：

  Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonyl cyclohexanones

  摘要：

  The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones. containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38-78% overall yield by way of three steps: (i) sulfinate alkylation: (ii) methylenation: and (iii) regioselective Diels-Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.031

文献信息

• Gold-Catalyzed Intermolecular CS Bond Formation: Efficient Synthesis of α-Substituted Vinyl Sulfones
  作者：Yumeng Xi、Boliang Dong、Edward J. McClain、Qiaoyi Wang、Tesia L. Gregg、Novruz G. Akhmedov、Jeffrey L. Petersen、Xiaodong Shi

  DOI：10.1002/anie.201310142

  日期：2014.4.25

  A general method for the synthesis of α‐substituted vinyl sulfones makes use of a combination of a triazole gold complex and gallium triflate. This efficient CS bond formation between simple terminal alkynes and sulfinic acids provides access to various α‐substituted vinyl sulfones.

  合成α-取代乙烯基砜的一般方法是结合使用三唑金配合物和三氟甲磺酸镓。简单的末端炔烃与亚磺酸之间的这种有效的CS键形成提供了接触各种α-取代的乙烯基砜的途径。