(2,4-二溴喹啉-3-基)甲醇 | 532392-88-4

• 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: (2,4-二溴喹啉-3-基)甲醇
• 英文名称: (2,4-dibromoquinolin-3-yl)methanol
• 英文别名: 2,4-Dibromo-3-quinolinemethanol
• CAS: 532392-88-4
• 化学式: C₁₀H₇Br₂NO
• 分子量: 316.98
• InChiKey: MUTCPOGCJJFRGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,4-二溴喹啉-3-基)甲醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium diazodicarboxylate 、 溶剂黄146 、 二异丙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 42.0h， 生成 (4-bromo-2-(2-trimethylsilanylethyl)quinolin-3-yl)methanol
  参考文献：
  名称：

  Regioselective Sonogashira Couplings of 2,4-Dibromoquinolines. A Correction

  摘要：

  Heteronuclear multiple bond correlation (HMBC) was used to determine the regiochemical outcome of palladium-catalyzed carbon-carbon bond formation between 2,4-dibromoquinolines and terminal acetylenes. The observed regioselectivity of these coupling reactions is opposite to that reported in the literature for analogous reactions.

  DOI：

  10.1021/jo034122w
• 作为产物：
  描述：

  2,4-二溴喹啉 在 sodium tetrahydroborate 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 1.5h， 生成 (2,4-二溴喹啉-3-基)甲醇
  参考文献：
  名称：

  Regioselective Sonogashira Couplings of 2,4-Dibromoquinolines. A Correction

  摘要：

  Heteronuclear multiple bond correlation (HMBC) was used to determine the regiochemical outcome of palladium-catalyzed carbon-carbon bond formation between 2,4-dibromoquinolines and terminal acetylenes. The observed regioselectivity of these coupling reactions is opposite to that reported in the literature for analogous reactions.

  DOI：

  10.1021/jo034122w

文献信息

• Regioselective lithium–halogen exchange and palladium-catalyzed cross-coupling reactions of 2,4-dihaloquinolines
  作者：Daniel L. Comins、Jason M. Nolan、Ibrahim D. Bori

  DOI：10.1016/j.tetlet.2005.07.137

  日期：2005.9

  Lithium-halogen exchange of 2,4-dibromoquinolines proceeds regioselectively at C-4 and affords 4-substituted quinolines on quenching with electrophiles. Palladium-catalyzed cross-coupling reactions of 2-bromo-4-iodoquinoline provide 4-substituted 2-bromoquinoline derivatives. (c) 2005 Elsevier Ltd. All rights reserved.
• Regioselective Sonogashira Couplings of 2,4-Dibromoquinolines. A Correction
  作者：Jason M. Nolan、Daniel L. Comins

  DOI：10.1021/jo034122w

  日期：2003.5.1

  Heteronuclear multiple bond correlation (HMBC) was used to determine the regiochemical outcome of palladium-catalyzed carbon-carbon bond formation between 2,4-dibromoquinolines and terminal acetylenes. The observed regioselectivity of these coupling reactions is opposite to that reported in the literature for analogous reactions.