methyl 5-fluoro-2-(1H-pyrrol-1-yl)benzoate | 1171107-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 5-fluoro-2-(1H-pyrrol-1-yl)benzoate
• 英文别名: Methyl 5-fluoro-2-pyrrol-1-ylbenzoate；methyl 5-fluoro-2-pyrrol-1-ylbenzoate
• CAS: 1171107-22-4
• 化学式: C₁₂H₁₀FNO₂
• 分子量: 219.215
• InChiKey: XGZGOCNLBZIUBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 5-fluoro-2-(1H-pyrrol-1-yl)benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以95%的产率得到5-fluoro-2-(1H-pyrrol-1-yl)phenylmethanol
  参考文献：
  名称：

  Morita–Baylis–Hillman route to 4H-pyrrolo[1,2-a][1]benzazepine derivatives

  摘要：

  A simple method for synthesizing substituted 4H-pyrrolo[1,2-a][1]benzazepines using acid-assisted cyclization of the Morita-Baylis-Hillman adducts of 2-(1H-pyrrol-1-yl)benzaldehydes with methyl acrylate or methyl vinyl ketone as a key step has been developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.026
• 作为产物：
  描述：

  2,5-二甲氧基四氢呋喃 、 2-氨基-5-氟苯甲酸甲酯 在 溶剂黄146 作用下， 反应 1.0h， 以99%的产率得到methyl 5-fluoro-2-(1H-pyrrol-1-yl)benzoate
  参考文献：
  名称：

  Morita–Baylis–Hillman route to 4H-pyrrolo[1,2-a][1]benzazepine derivatives

  摘要：

  A simple method for synthesizing substituted 4H-pyrrolo[1,2-a][1]benzazepines using acid-assisted cyclization of the Morita-Baylis-Hillman adducts of 2-(1H-pyrrol-1-yl)benzaldehydes with methyl acrylate or methyl vinyl ketone as a key step has been developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.026

文献信息

• Morita–Baylis–Hillman route to 4H-pyrrolo[1,2-a][1]benzazepine derivatives
  作者：Sun Pil Park、Young Seok Song、Kee-Jung Lee

  DOI：10.1016/j.tet.2009.04.026

  日期：2009.6

  A simple method for synthesizing substituted 4H-pyrrolo[1,2-a][1]benzazepines using acid-assisted cyclization of the Morita-Baylis-Hillman adducts of 2-(1H-pyrrol-1-yl)benzaldehydes with methyl acrylate or methyl vinyl ketone as a key step has been developed. (C) 2009 Elsevier Ltd. All rights reserved.
• Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization
  作者：Francesca Aiello、Antonio Garofalo、Fedora Grande

  DOI：10.1016/j.tet.2009.10.111

  日期：2010.1

  A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.