dimethyl 2-(4-fluorophenyl)-5-(3-methylbut-3-en-2-yl)-1H-pyrrole-3,4-dicarboxylate | 1072194-48-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl 2-(4-fluorophenyl)-5-(3-methylbut-3-en-2-yl)-1H-pyrrole-3,4-dicarboxylate
• CAS: 1072194-48-9
• 化学式: C₁₉H₂₀FNO₄
• 分子量: 345.371
• InChiKey: ONNZHHSSVRAIHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl 1,1,3-trimethyl-2,2-dioxo-5-(4-fluorophenyl)-1H,3H-pyrrolo[1,2-c]thiazole-6,7-dicarboxylate 600.0 ℃ 、3.5 Pa 条件下， 生成 dimethyl 2-(4-fluorophenyl)-5-(3-methylbut-3-en-2-yl)-1H-pyrrole-3,4-dicarboxylate 、 dimethyl 1-ethyl-2-(4-fluorophenyl)-5-isopropenyl-1H-pyrrole-3,4-dicarboxylate
  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