2,3-dihydro-5-methyl-3-phenyl-1-<(trifluoromethyl)sulfonyl>pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,3-dihydro-5-methyl-3-phenyl-1-<(trifluoromethyl)sulfonyl>pyrrole
• 英文别名: 5-Methyl-3-phenyl-1-(trifluoromethylsulfonyl)-2,3-dihydropyrrole
• 化学式: C₁₂H₁₂F₃NO₂S
• 分子量: 291.294
• InChiKey: GHBWFAXPPFJXRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(2-苯基乙基)三氟甲磺酰胺 、 1-propynyl(phenyl)iodonium triflate 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以28%的产率得到2,3-dihydro-5-methyl-3-phenyl-1-<(trifluoromethyl)sulfonyl>pyrrole
  参考文献：
  名称：

  Preparation of Five-Membered Nitrogen-Containing Heterocycles via [Three-Atom + Two-Atom] Combination of Tosylamide Anions with Phenyl(propynyl)iodonium Triflate

  摘要：

  DOI：

  10.1021/jo00129a007

文献信息

• Preparation of Five-Membered Nitrogen-Containing Heterocycles via [Three-Atom + Two-Atom] Combination of Tosylamide Anions with Phenyl(propynyl)iodonium Triflate
  作者：Ken S. Feldman、Michelle M. Bruendl、Klaas Schildknegt

  DOI：10.1021/jo00129a007

  日期：1995.12
• Inter- and Intramolecular Addition/Cyclizations of Sulfonamide Anions with Alkynyliodonium Triflates. Synthesis of Dihydropyrrole, Pyrrole, Indole, and Tosylenamide Heterocycles
  作者：Ken S. Feldman、Michelle M. Bruendl、Klaas Schildknegt、Adolph C. Bohnstedt

  DOI：10.1021/jo9605814

  日期：1996.1.1

  The synthesis of dihydropyrroles, pyrroles, and indoles through [3-atom $ 2-atom] combination of ethyl or aryl tosylamide anions with phenyl(propynyl)iodonium triflate, and the base-mediated intramolecular bicyclization of alkynyliodonium-bearing tosylamide or tosylimide substrates to furnish bicyclic and tricyclic tosylenamide (-enimide) products, is described. A detailed discussion of the scope, limitations, byproduct formation, and the basis for observed diastereoselectivity is presented.