2,8-二溴-3-氟喹啉 | 834884-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2,8-二溴-3-氟喹啉
• 英文名称: 2,8-dibromo-3-fluoroquinoline
• CAS: 834884-04-7
• 化学式: C₉H₄Br₂FN
• 分子量: 304.944
• InChiKey: UACCTSNIBRCJNH-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C(Solv: ethanol (64-17-5))
• 沸点：
  349.0±37.0 °C(Predicted)
• 密度：
  1.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,8-二溴-3-氟喹啉 在 盐酸 、 正丁基锂 、 二异丙胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 6.0h， 生成 8-bromo-3-fluoro-4-quinolinecarboxylic acid
  参考文献：
  名称：

  Metalation/functionalization sequences applied to 2-bromo-3-fluoroquinolines

  摘要：

  Mono- and disubstituted 2-bromo-3-fluoroquinotines 3 are readily accessible. They can be converted into the 3-fluoroquinoline-2-carboxylic acids 5 by consecutive halogen/metal permutation and into the 2-bromo-3-fluoroquinoline-4-carboxylic acids 6 by consecutive deprotonation and carboxylation. The latter compounds can be reduced to afford the 3-fluoroquinoline-4-carboxylic acids 7. The yields are excellent throughout. Rather than to introduce one functional group alternatively at the 2- or 4-position, one may also attach two different functional groups sequentially to both sites. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.10.053
• 作为产物：
  描述：

  (Z)-N-(2-Bromo-phenyl)-2-fluoro-3-methoxy-acrylamide 在 硫酸 、 三溴氧磷 作用下， 反应 5.5h， 生成 2,8-二溴-3-氟喹啉
  参考文献：
  名称：

  Metalation/functionalization sequences applied to 2-bromo-3-fluoroquinolines

  摘要：

  Mono- and disubstituted 2-bromo-3-fluoroquinotines 3 are readily accessible. They can be converted into the 3-fluoroquinoline-2-carboxylic acids 5 by consecutive halogen/metal permutation and into the 2-bromo-3-fluoroquinoline-4-carboxylic acids 6 by consecutive deprotonation and carboxylation. The latter compounds can be reduced to afford the 3-fluoroquinoline-4-carboxylic acids 7. The yields are excellent throughout. Rather than to introduce one functional group alternatively at the 2- or 4-position, one may also attach two different functional groups sequentially to both sites. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.10.053

文献信息

• Metalation/functionalization sequences applied to 2-bromo-3-fluoroquinolines
  作者：Levente Ondi、Jean-Noël Volle、Manfred Schlosser

  DOI：10.1016/j.tet.2004.10.053

  日期：2005.1

  Mono- and disubstituted 2-bromo-3-fluoroquinotines 3 are readily accessible. They can be converted into the 3-fluoroquinoline-2-carboxylic acids 5 by consecutive halogen/metal permutation and into the 2-bromo-3-fluoroquinoline-4-carboxylic acids 6 by consecutive deprotonation and carboxylation. The latter compounds can be reduced to afford the 3-fluoroquinoline-4-carboxylic acids 7. The yields are excellent throughout. Rather than to introduce one functional group alternatively at the 2- or 4-position, one may also attach two different functional groups sequentially to both sites. (C) 2004 Published by Elsevier Ltd.