1-phenyl-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate | 1262843-78-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
• CAS: 1262843-78-6
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: KQZZTPKZKFCMFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-phenyl-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以97%的产率得到2-(4,4-dimethoxybutyl)cyclopentan-1-one
  参考文献：
  名称：

  Unexpected Prins cyclization: iron-promoted cyclization/hydration of alkynyl-dimethyl acetals

  摘要：

  Unexpected products containing acyl-substituted unsaturated seven-membered carbocycle were synthesized by FeCl(3)-promoted intramolecular Prins cyclization of alkynyl-dimethylacetals in good yields. It is remarkable that the synthesized 7-exocyclic vinyl cations generated as a result of Prins-type cyclization were trapped by H(2)O (no halogen ion) in CH(2)Cl(2) to give the corresponding enol derivatives. Those enol derivatives underwent enol-keto tautomerism and then eliminated one molecule of MeOH to give the corresponding acyl-substituted unsaturated seven-membered carbocycle. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.035
• 作为产物：
  描述：

  N-cyclohexyl-N-cyclopentylidenamine 、 E-4-bromobut-2-enal dimethyl acetal 在 lithium diisopropyl amide 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 以78%的产率得到1-phenyl-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
  参考文献：
  名称：

  Unexpected Prins cyclization: iron-promoted cyclization/hydration of alkynyl-dimethyl acetals

  摘要：

  Unexpected products containing acyl-substituted unsaturated seven-membered carbocycle were synthesized by FeCl(3)-promoted intramolecular Prins cyclization of alkynyl-dimethylacetals in good yields. It is remarkable that the synthesized 7-exocyclic vinyl cations generated as a result of Prins-type cyclization were trapped by H(2)O (no halogen ion) in CH(2)Cl(2) to give the corresponding enol derivatives. Those enol derivatives underwent enol-keto tautomerism and then eliminated one molecule of MeOH to give the corresponding acyl-substituted unsaturated seven-membered carbocycle. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.035