1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole | 1465812-78-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole
• 英文别名: 1-Phenyl-5-(2,2,2-trifluoroethylsulfonyl)tetrazole；1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)tetrazole
• CAS: 1465812-78-5
• 化学式: C₉H₇F₃N₄O₂S
• 分子量: 292.241
• InChiKey: GAEJHAGRPDGFMH-UHFFFAOYSA-N

物化性质

• 沸点：
  412.9±55.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  86.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-甲氧基-2-萘甲醛 、 1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole 在 cesium fluoride 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以12%的产率得到
  参考文献：
  名称：

  Julia–Kocienski approach to trifluoromethyl-substituted alkenes

  摘要：

  A Julia-Kocienski approach to trifluoromethyl-substituted alkenes was evaluated in the reactions of 1,3-benzothiazol-2-yl, 1-phenyl-1H-tetrazol-5-yl, and 1-tbutyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfones with aldehydes. Among the various conditions tested, the best yields were obtained with 1-phenyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfone, in CsF-mediated, room temperature olefinations in DMSO. Aromatic aldehydes gave (trifluoromethyl)vinyl derivatives in 23-86% yields, with generally moderate stereoselectivity. Straightforward synthesis of the Julia-Kocienski reagent, and conversion to trifluoromethyl-substituted alkenes under mild reaction conditions, are the advantages of this approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.069
• 作为产物：
  描述：

  1-phenyl-5-((2,2,2-trifluoroethyl)thio)-1H-tetrazole 在 chromium(VI) oxide 、 高碘酸 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以2.06 g的产率得到1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole
  参考文献：
  名称：

  Julia–Kocienski approach to trifluoromethyl-substituted alkenes

  摘要：

  A Julia-Kocienski approach to trifluoromethyl-substituted alkenes was evaluated in the reactions of 1,3-benzothiazol-2-yl, 1-phenyl-1H-tetrazol-5-yl, and 1-tbutyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfones with aldehydes. Among the various conditions tested, the best yields were obtained with 1-phenyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfone, in CsF-mediated, room temperature olefinations in DMSO. Aromatic aldehydes gave (trifluoromethyl)vinyl derivatives in 23-86% yields, with generally moderate stereoselectivity. Straightforward synthesis of the Julia-Kocienski reagent, and conversion to trifluoromethyl-substituted alkenes under mild reaction conditions, are the advantages of this approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.069