1-[2-(trifluoromethyl)phenyl]-1H-pyrrole-2-carboxylic acid | 1376707-84-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-[2-(trifluoromethyl)phenyl]-1H-pyrrole-2-carboxylic acid
• 英文别名: 1-[2-(Trifluoromethyl)phenyl]pyrrole-2-carboxylic acid；1-[2-(trifluoromethyl)phenyl]pyrrole-2-carboxylic acid
• CAS: 1376707-84-4
• 化学式: C₁₂H₈F₃NO₂
• 分子量: 255.196
• InChiKey: DBGYHANAOCNQTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻氨基三氟甲苯 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 1.5h， 生成 1-[2-(trifluoromethyl)phenyl]-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Useful, regioflexible methods for functionalization of 1-phenylpyrrole derivatives

  摘要：

  Highly regioselective mono-, di- and tribrominations of 1-[2-(trifluoromethyl)phenyl]-1H-pyrrole and several derivatives were accomplished with N-bromosuccinimide under mild conditions. Combined applications of these brominations with organometallic (e.g., bromine/lithium exchange or metalation) reactions provided a novel regioflexible route to new multifunctionalised 1-phenylpyrrole derivatives. The structures of the new products were determined by spectroscopic methods and confirmed in three cases with single crystal X-ray diffraction measurements. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.070

文献信息

• Useful, regioflexible methods for functionalization of 1-phenylpyrrole derivatives
  作者：Ferenc Faigl、Béla Mátravölgyi、Szilvia Deák、Tamás Holczbauer、Mátyás Czugler、László Balázs、István Hermecz

  DOI：10.1016/j.tet.2012.03.070

  日期：2012.6

  Highly regioselective mono-, di- and tribrominations of 1-[2-(trifluoromethyl)phenyl]-1H-pyrrole and several derivatives were accomplished with N-bromosuccinimide under mild conditions. Combined applications of these brominations with organometallic (e.g., bromine/lithium exchange or metalation) reactions provided a novel regioflexible route to new multifunctionalised 1-phenylpyrrole derivatives. The structures of the new products were determined by spectroscopic methods and confirmed in three cases with single crystal X-ray diffraction measurements. (C) 2012 Elsevier Ltd. All rights reserved.