ethyl 1-ethyl-2-(4-fluorophenyl)-5-isopropenyl-4-phenyl-1H-pyrrole-3-carboxylate | 1072194-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 1-ethyl-2-(4-fluorophenyl)-5-isopropenyl-4-phenyl-1H-pyrrole-3-carboxylate
• 英文别名: Ethyl 1-ethyl-2-(4-fluorophenyl)-4-phenyl-5-prop-1-en-2-ylpyrrole-3-carboxylate；ethyl 1-ethyl-2-(4-fluorophenyl)-4-phenyl-5-prop-1-en-2-ylpyrrole-3-carboxylate
• CAS: 1072194-49-0
• 化学式: C₂₄H₂₄FNO₂
• 分子量: 377.458
• InChiKey: RDGUJNFNOZUAQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 1,1,3-trimethyl-2,2-dioxo-5-(4-fluorophenyl)-7-phenyl-1H,3H-pyrrolo[1,2-c]thiazole-6-carboxylate 600.0 ℃ 、3.0 Pa 条件下， 以40%的产率得到ethyl 1-ethyl-2-(4-fluorophenyl)-5-isopropenyl-4-phenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Flash vacuum pyrolysis of 2,2-dioxo-1H,3H-pyrrolo[1,2-c]thiazoles and 2-vinyl-1H-pyrroles

  摘要：

  The flash vacuum pyrolysis of new 1,1-dimethyl- and 1-methyl-1H,3H-pyrrolo[1,2-c]thiazole-2,2-dioxides gave penta-substituted 2-vinyl-1H-pyrroles via sigmatropic [1,8]-H shift of the corresponding azafulvenium methide intermediates. In some cases these 1H-pyrroles underwent rearrangement to 2-allyl-1H-pyrroles. Di-substituted 2-vinylpyrroles have also been prepared and their reactivity studied. Under FVP N-benzyl-pyrrol-2-ylpropenoates were converted into 3H-pyrrolizin-3-ones. On the other hand, microwave-assisted reaction of 1-benzyl-2-vinyl-1H-pyrrole gave a 4,5,6,7-tetrahydro-1H-indole derivative. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.079

文献信息

• Flash vacuum pyrolysis of 2,2-dioxo-1H,3H-pyrrolo[1,2-c]thiazoles and 2-vinyl-1H-pyrroles
  作者：Maria I.L. Soares、Susana M.M. Lopes、Pedro F. Cruz、Rui M.M. Brito、Teresa M.V.D. Pinho e Melo

  DOI：10.1016/j.tet.2008.07.079

  日期：2008.10

  The flash vacuum pyrolysis of new 1,1-dimethyl- and 1-methyl-1H,3H-pyrrolo[1,2-c]thiazole-2,2-dioxides gave penta-substituted 2-vinyl-1H-pyrroles via sigmatropic [1,8]-H shift of the corresponding azafulvenium methide intermediates. In some cases these 1H-pyrroles underwent rearrangement to 2-allyl-1H-pyrroles. Di-substituted 2-vinylpyrroles have also been prepared and their reactivity studied. Under FVP N-benzyl-pyrrol-2-ylpropenoates were converted into 3H-pyrrolizin-3-ones. On the other hand, microwave-assisted reaction of 1-benzyl-2-vinyl-1H-pyrrole gave a 4,5,6,7-tetrahydro-1H-indole derivative. (C) 2008 Elsevier Ltd. All rights reserved.